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15 Best Calendar and Scheduling Tools for Entrepreneurs and Teams

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| Updated:
July 30, 2025
Calendar and Scheduling Tools for Entrepreneurs
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Time is an entrepreneur’s most valuable resource. Between managing teams, meeting clients, and handling multiple projects, staying organised is critical, and that is where calendar and scheduling tools for entrepreneurs come in.

These tools streamline planning, boost productivity, and keep your day running smoothly.

In this guide, we will cover 15 top calendar and scheduling apps for entrepreneurs and share tips on choosing and maximising the right one for your business.

See also: 25+ Best Collaboration Tools for Entrepreneurs and Teams 

Key Takeaways

  • Calendar and scheduling tools streamline appointments, automate reminders, and simplify team coordination.
  • Selecting the right tool means weighing features, pricing, compatibility, and integrations.
  • The ideal solution should fit your business goals and work style, whether you are solo or part of a team.
  • Leading options like Calendly, Acuity Scheduling, Google Calendar, and ClickUp cater to diverse entrepreneurial needs.

15 Best Calendar and Scheduling Tools for Entrepreneurs and Teams

Entrepreneurs and teams now depend on efficient scheduling systems that go beyond simply marking dates. Choosing the right solution helps entrepreneurs manage time more productively, reduce scheduling confusion, and present a professional front to clients.

Below are 15 of the best calendar and scheduling tools for entrepreneurs and teams, offering seamless booking, team coordination, automation, and integration with everyday work tools.

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1. Calendly

Calendly is a popular scheduling tool that eliminates back-and-forth emails and integrates with Google Calendar, Outlook, Zoom, and Salesforce.

Its automation, custom workflows, and branding options make it ideal for both solopreneurs and growing teams, especially in service-based businesses.

Key Features

FeatureDescription
Multiple Calendar IntegrationsSyncs with Google, Outlook, Office 365, and iCloud.
Time Zone DetectionAutomatically adjusts meeting times for participants in different time zones.
Meeting TypesSupports one-on-one, group, round-robin, and collective scheduling.
Custom WorkflowsAutomates follow-ups, reminders, and confirmations with personalised branding.
IntegrationsConnects with Zoom, Microsoft Teams, Slack, Salesforce, HubSpot, and more.
Payment IntegrationAccepts payments via Stripe or PayPal for paid consultations.
Mobile AppManage scheduling on iOS and Android.
Buffer TimesAdds breaks between meetings to prevent back-to-back scheduling.
Analytics & ReportingTracks meeting activity and team performance.

Pricing

PlanPriceDetails
FreeFreeBasic bookings, single event type  
Standard$10/monthAutomation, multiple event types 
Teams$16/monthRound-robin logic, team scheduling tools  
Enterprise$15,000/yearAdvanced support, analytics and security features

Pros and Cons

ProsCons
Eliminates email back-and-forthAdvanced workflows only on Premium plans
Supports solo entrepreneurs and teamsThe free plan is very limited.
Robust integration with popular toolsSome key integrations require higher tiers
Custom branding for professionalismLearning curve for advanced settings
Payment processing for paid sessionsLimited offline and desktop functionality
Strong automation for reminders and follow-upsLacks built-in video conferencing
Great for service-based businessesIt can get expensive for large teams

See also: Best Business Tools And Software For Entrepreneurs 

2. Doodle

Doodle is a versatile scheduling tool that simplifies group meeting coordination. It is ideal for entrepreneurs managing teams or client meetings across multiple time zones.

Instead of long email chains, Doodle offers polls where participants pick suitable time slots, making it a favourite for collaborative scheduling.

Key Features

FeatureDescription
Group PollingIt allows participants to vote on preferred time slots for meetings.
Calendar IntegrationsSyncs with Google, Outlook, Office 365, and iCal.
Time Zone AdjustmentAutomatically detects and adjusts for participant time zones.
Custom BrandingAllows personalised branding for business accounts.
IntegrationsConnects with Zoom, Microsoft Teams, and Slack.
Automatic RemindersSends reminders to reduce no-shows.
One-on-One SchedulingEnables private meeting setup alongside group polls.
Mobile AppAvailable on iOS and Android for scheduling on the go.
Ad-Free ExperienceAvailable for paid plans to provide a professional look.

Pricing

PlanPriceDetails
FreeFreeBasic polls, calendar sync, advertisements
Pro$6.95Ad-free experience, custom branding, unlimited polls 
Teams$8.95Admin tools, analytics, improved integrations

Pros and Cons

ProsCons
Simplifies group scheduling via consensus polls   Lacks comprehensive automation found in tools like Calendly or Acuity
No signup necessary for participants enhances ease of use Free version includes ads, diminishing professionalism 
Integrates with multiple calendar platforms for seamless updatesBooking form functionality is limited compared to advanced tools
Budget-friendly for small teams and external scheduling needsNot ideal for intake forms, payment collection or branded workflows 

3. Asana Calendar

Asana is primarily a project management tool, but its built-in calendar view makes it an excellent choice for entrepreneurs who want to manage schedules and tasks in one place.

It is ideal for teams needing visibility into deadlines, task dependencies, and project timelines, all while keeping everything integrated within a single platform.

Key Features

FeatureDescription
Calendar ViewVisualises tasks and deadlines on a calendar for better scheduling.
Project and Task ManagementOrganise tasks, projects, and subtasks with due dates and priorities.
IntegrationsConnects with Google Calendar, Outlook, Slack, Zoom, and over 200 apps.
Team CollaborationAssign tasks, comment, and share files for seamless team communication.
Recurring TasksAutomate repetitive tasks for efficiency.
Timeline ViewDisplays tasks in a Gantt-style chart for project tracking.
Custom FieldsTailor tasks with custom fields for detailed project tracking.
Workload ManagementBalances team workload to avoid overbooking.
Mobile AppManage tasks and calendar on iOS and Android.

Pricing

PlanPriceDetails
FreeFreeBasic task and project views, calendar integration    
Standard$10.99Timeline view, workflow rules, unlimited dashboards  
Advanced $24.99Portfolios, workload management, advanced integrations 
EnterpriseCustomEnhanced security, single sign‑on and enterprise support

Pros and Cons

ProsCons
Combines scheduling with project management, reducing the need for multiple tools.Steeper learning curve compared to simple scheduling apps like Calendly.
Excellent for team collaboration with comments, file sharing, and task assignments.The free version lacks advanced features like timeline and workload view.
Integrates with over 200 tools, including Google Calendar and Slack.Limited to task-based scheduling and not ideal for direct appointment booking.
Calendar, Timeline, and List views make project planning flexible.It can feel overwhelming for solopreneurs who only need simple scheduling.
Strong reporting and workload management for growing teams.Advanced features such as portfolio tracking require expensive plans.
Automates recurring tasks, reducing manual work for repetitive scheduling.Not optimised for external client bookings. It is better for internal team use.
The mobile app enables on-the-go access to tasks and schedules.Requires significant setup time for customised workflows.

4. Google Calendar

Google Calendar is one of the most widely used calendar and scheduling tools, trusted by entrepreneurs and businesses for its simplicity and robust integrations.

It is ideal for organising appointments, scheduling meetings, and syncing events across multiple devices.

As part of Google Workspace, it integrates seamlessly with Gmail, Google Meet, and other productivity tools, making it a go-to solution for both individuals and teams.

Key Features

FeatureDescription
Multi-Calendar ManagementCreate and manage multiple calendars for personal, business, or project use.
Seamless IntegrationWorks with Gmail, Google Meet, Zoom, Slack, and third-party apps.
Time Zone SupportAutomatically adjusts meeting times across global teams.
Shared CalendarsShare calendars with team members for better coordination.
Smart SchedulingIt suggests meeting times based on the availability of participants.
Reminders & NotificationsCustom notifications via email or mobile alerts.
Recurring EventsAutomates repetitive meetings or tasks.
Color-Coded CalendarsOrganise events by colour for easy identification.
Offline AccessView and edit calendars offline through Chrome.
Mobile AppFull functionality on iOS and Android devices.

Pricing

PlanPriceDetails
FreeFreeBasic bookings, single event type  
Business Starter$6Automation, multiple event types 
Business Standard$12Standard calendar views, sharing and reminders  
Business Plus$18Business features, shared resources, Meet and Chat access
EnterpriseCustomCustom pricing, tailored to specific business needs 

Pros and Cons

ProsCons
Free to use with robust features for individuals and small businesses.Lacks advanced automation like payment integration or workflows.
Seamlessly integrates with Google Workspace and third-party tools.Limited branding and personalisation options for client-facing businesses.
Real-time sync across all devices ensures up-to-date scheduling.It does not natively support external client booking without add-ons.
Smart scheduling feature suggests the best meeting times automatically.It can feel basic for businesses needing advanced scheduling capabilities.
Excellent for teams using Gmail and Google Meet for collaboration.Analytics and reporting are minimal compared to premium tools.
Offline mode ensures accessibility without an internet connection.Requires plugins or integrations for CRM and marketing tools.
Highly secure with Google’s encryption and privacy measures.The interface can become cluttered for users managing multiple calendars.

5. Microsoft Outlook Calendar

Microsoft Outlook Calendar is a trusted scheduling tool widely used by businesses that rely on Microsoft 365. It is designed for professionals who want powerful email integration, team collaboration, and enterprise-level security.

Entrepreneurs and growing businesses use Outlook Calendar to manage meetings, share availability, and integrate seamlessly with tools like Teams, OneDrive, and SharePoint.

Key Features

FeatureDescription
Email IntegrationBuilt directly into Outlook for effortless scheduling via email.
Shared CalendarsShare calendars with teams for transparency and coordination.
Group Scheduling AssistantSuggests available time slots for multiple participants.
Recurring EventsAutomates repetitive meetings and tasks.
Time Zone ManagementSupports global scheduling with automatic time zone conversion.
Task & Calendar SyncCombines email, tasks, and calendar in one platform.
IntegrationsWorks with Microsoft Teams, OneDrive, SharePoint, and 3rd-party apps.
Mobile AccessFull functionality on iOS and Android via the Outlook app.
Privacy & PermissionsAdvanced sharing settings for viewing/editing permissions.
Offline AccessCalendar access and updates without an internet connection.

Pricing

PlanPriceDetails
FreeFreeBasic email and calendar services 
Microsoft 365 Business Basic$1.99Email, Outlook, SharePoint, Teams, and Calendar   
Microsoft 365 Personal$9.99Includes all features of Basic, plus the ability to install Outlook on multiple devices
Microsoft 365 Family$12.99Allows up to six people to share the subscription and includes all features of Personal
Microsoft 365 Business Basic$7.20Advanced admin controls, security, and analytics

Pros and Cons

ProsCons
Seamless integration with Microsoft 365 suite (Word, Excel, Teams, etc.).Limited automation for client scheduling compared to tools like Calendly.
Enterprise-level security and compliance features for data protection.The free version is restricted; most features require a Microsoft 365 subscription.
Built-in email and calendar for a unified experience.It can feel overly complex for small businesses or solopreneurs.
Excellent for managing team schedules and shared calendars.The user interface can feel outdated compared to newer scheduling tools.
Offline functionality ensures accessibility at all times.Lacks built-in payment collection and advanced workflows.
Ideal for corporate environments with a strong Microsoft ecosystem.The mobile experience is not as streamlined as Google Calendar.
Smart scheduling assistant saves time for team coordination.Requires subscription for integrations with advanced third-party apps.

6. Acuity Scheduling

Acuity Scheduling is a robust scheduling tool designed for service-based entrepreneurs, coaches, and consultants who need more than just a calendar.

It allows clients to self-book, pay for sessions, and receive automated reminders, making it a favourite for businesses that monetise time and appointments.

Key Features

FeatureDescription
Client Self-SchedulingIt lets clients book their own appointments based on real-time availability.
Calendar SyncIntegrates with Google Calendar, Outlook, iCloud, and Office 365.
Payment IntegrationAccepts payments via PayPal, Stripe, and Square at the time of booking.
Custom BrandingAdd business logos, colours, and personalised booking pages.
Automated NotificationsSends reminders, confirmations, and follow-ups via email or SMS.
Group & Class SchedulingSupports class bookings and group sessions.
Package & Membership OptionsOffers bundles, subscriptions, and recurring appointment plans.
Timezone ConversionAutomatically adjusts for global clients.
IntegrationsWorks with Zoom, Google Meet, Mailchimp, QuickBooks, and Zapier.
Mobile AppManage bookings on the go for iOS and Android.

Pricing

PlanPriceDetails
FreeFreeBasic bookings, single calendar  
Emerging$16Intake forms, custom branding, reminders
Growing$27Group events, memberships, advanced integrations
Powerhouse$49Full access, multiple locations, premium support

Pros and Cons

ProsCons
Allows clients to self-schedule, reducing back-and-forth communication.The free plan is basic. Premium plans are necessary for full features.
Built-in payment processing makes it perfect for paid appointments.It can feel overwhelming for beginners due to the depth of its features.
Supports classes, workshops, and group sessions for trainers and coaches.The interface is not as sleek as that of some competitors, such as Calendly.
Robust customisation for branding and booking workflows.SMS reminders may require extra costs.
Extensive integration with CRMs, email marketing tools, and accounting apps.Limited reporting compared to enterprise scheduling software.
Automates reminders and follow-ups, reducing no-shows.Slightly more expensive than basic scheduling tools for small businesses.
Offers membership and package options for recurring revenue.Lacks advanced team scheduling like round-robin.

7. Microsoft Bookings

Microsoft Bookings is a scheduling tool tailored for businesses using Microsoft 365. It simplifies appointment management by allowing clients to book services online, while automatically syncing schedules with Outlook and Teams.

It is ideal for entrepreneurs, consultants, and service-based businesses that want a professional, integrated booking experience.

Key Features

FeatureDescription
Online Booking PageCustomisable booking page for clients to schedule appointments.
Calendar SyncSyncs with Outlook Calendar and Microsoft Teams for real-time availability.
Automated NotificationsSends email confirmations and reminders to reduce no-shows.
Multiple Staff ManagementAssigns appointments to different team members based on availability.
Customisable ServicesAdd service descriptions, duration, pricing, and staff preferences.
Time Zone SupportAutomatically adjusts for clients in different regions.
IntegrationsWorks with Microsoft 365 tools and third-party apps via Zapier.
Payment IntegrationSupports payments through integration with PayPal (limited).
Multi-Device AccessAccessible via web and mobile apps on iOS and Android.
Data SecurityBuilt-in compliance with Microsoft’s enterprise security standards.

Pricing

PlanPriceDetails
FreeFreeBasic bookings, single calendar  
Microsoft 365 Business Basic$6Bookings, Outlook, Teams, SharePoint and more
Microsoft 365 Business Standard$12.50Office suite with advanced business tools 
Microsoft 365 Business Premium $22Full access, multiple locations, premium support

Pros and Cons

ProsCons
Seamless integration with Outlook, Teams, and other Microsoft 365 apps.Only available with Microsoft 365 Business subscriptions.
Customisable booking pages for a professional client experience.Limited advanced automation compared to tools like Acuity.
Supports multiple staff and service types for flexibility.Payment options are basic and less flexible than most competitors.
Automated reminders reduce no-shows significantly.The interface is less intuitive for non-Microsoft users.
Built-in compliance and security for sensitive data.Lacks deep branding and customisation options.
Mobile-friendly for both staff and clients.Limited third-party integrations outside the Microsoft ecosystem.
Great for businesses already using Microsoft 365.Not ideal for businesses using non-Microsoft tools extensively.

See also: 25 Free Google Tools For Businesses 

8. Fantastical

Fantastical is a premium calendar app designed for Apple users who want a sleek, intuitive scheduling experience.

It offers advanced features like natural language event creation, time zone support, and deep integration with macOS, iOS, and Apple Watch. Ideal for entrepreneurs who value design, simplicity, and Apple ecosystem compatibility.

Key Features

FeatureDescription
Natural Language InputCreate events by typing in plain language (e.g., “Meeting with John at 3 PM”).
Multiple Calendar SupportManage multiple calendars across iCloud, Google, Exchange, and more.
Integration with Apple EcosystemWorks seamlessly with macOS, iOS, iPadOS, and Apple Watch.
Time Zone SupportAutomatically adjusts events for different time zones.
Tasks IntegrationSyncs with Reminders and Todoist for task management.
Conference Call LinksAuto-detects Zoom, Google Meet, Teams links in event descriptions.
Widgets & ShortcutsCustomisable widgets for quick access on iPhone and Mac.
Templates & Event DuplicationSave time by creating event templates for recurring schedules.
Weather ForecastsDisplays local weather alongside your calendar view.
Team SchedulingShare availability and schedule group meetings easily.

Pricing

PlanPriceDetails
FreeFreeBasic functionality 
Individual $16Includes advanced features 
Family$27Shared features, advanced collaboration  
Business $49Full access for teams and businesses 

Pros and Cons

ProsCons
Sleek, user-friendly design tailored for Apple users.Only available on Apple devices with no Windows or Android support.
Natural language input speeds up event creation.Premium subscription required for full functionality.
Integrates with all major calendars (Google, iCloud, Exchange, etc.).Lacks built-in payment processing for client bookings.
Excellent time zone and conference link detection for remote work.Limited collaboration features compared to tools like Asana or ClickUp.
Advanced widgets and shortcuts for quick scheduling.Slight learning curve for using advanced customisation options.
Syncs tasks with Reminders and third-party apps like Todoist.No in-app video conferencing; it relies on external integrations only.
Provides weather data for better planning.Pricing is higher than most calendar-only apps.

9. Teamup Calendar

Teamup Calendar is a flexible scheduling solution designed for teams that need a shared calendar without requiring user accounts for everyone.

It is great for businesses, nonprofits, and project-based teams that need to manage events, tasks, and resource bookings in one place. Its colour-coded calendars and custom access permissions make it highly collaborative.

Key Features

FeatureDescription
Shared Calendars Without AccountsUsers can access the calendar via a unique link with no login required.
Colour-Coded Sub-CalendarsOrganise events by teams, projects, or resources with distinct colours.
Custom Access PermissionsAssign view-only or edit access for better control.
Time Zone SupportAutomatically adjusts for global team scheduling.
Recurring EventsSet up repeating tasks or appointments with ease.
File AttachmentsAttach documents, images, and notes to events.
Mobile AccessApps for iOS and Android ensure scheduling on-the-go.
Integrations via iCal FeedSync with external calendars like Google Calendar, Outlook, and Apple Calendar.
Event Sign-Up FeatureParticipants can sign up for events directly on Teamup.
API & WebhooksAllows custom integrations for advanced functionality.

Pricing

PlanPriceDetails
BasicFree Basic calendar access, limited to monthly events 
Pro$25Unlimited events, calendar duplication, more views   
PlusCustomEnhanced permissions, account management and support 

Pros and Cons

ProsCons
Easy to share with users with no login required, ideal for large groups.No built-in payment processing for bookings.
Colour-coded sub-calendars provide clarity for multi-project teams.Lacks robust task automation compared to project management tools.
Custom access levels improve security and prevent unwanted edits.The free version has limited features and sub-calendars.
Works well for resource booking, team schedules, and event planning.The interface is less modern compared to apps like Fantastical.
Offline access and mobile apps make it highly flexible.Limited third-party integrations beyond iCal feed.
The event sign-up feature is great for classes, workshops, or attendance.Not as feature-rich for analytics and reporting as enterprise solutions.
API and webhooks allow developers to create custom solutions.No advanced client scheduling workflows like reminders or follow-ups.

10. HubSpot Meetings

HubSpot Meetings is a scheduling tool integrated with HubSpot’s CRM, making it a powerful option for entrepreneurs focused on sales, marketing, and client relationship management.

It allows prospects or clients to book meetings directly from your website or email, and automatically logs meeting details into the CRM, reducing manual work and improving follow-up efficiency.

Key Features

FeatureDescription
CRM IntegrationSyncs seamlessly with HubSpot CRM to capture meeting data automatically.
Calendar SyncWorks with Google Calendar and Office 365 for real-time availability.
Personalised Scheduling LinksCreate custom booking links for individuals or teams.
Group Meeting LinksRound-robin and team meeting options for shared availability.
Embedded Scheduling WidgetAdd booking forms to your website, landing pages, or email signatures.
Automated NotificationsSends reminders and confirmations to reduce no-shows.
Custom Form FieldsCollect relevant information before booking.
IntegrationsConnects with HubSpot Sales, Marketing tools, Zoom, and other CRMs via Zapier.
Mobile-Friendly AccessClients can book meetings easily on any device.
Free & Paid PlansBasic features available for free; advanced features via HubSpot Sales/CRM plans.

Pricing

PlanPriceDetails
FreeFreeBasic meeting links and HubSpot free CRM 
Starter$20Scheduling automation, more meeting types
Professional$90Advanced CRM features, analytics and team workflows
Enterprise$150Full access to multiple features 

Pros and Cons

ProsCons
Perfect for businesses using HubSpot CRM. It eliminates manual data entry.Advanced features require a paid HubSpot subscription.
Combines scheduling with lead generation by capturing client data upfront.Limited standalone functionality. It is best when paired with the HubSpot ecosystem.
Round-robin scheduling is ideal for sales teams or multi-person departments.Payment processing is not supported for bookings.
Embedded forms on websites increase meeting bookings directly from visitors.Lacks deep branding customisation compared to dedicated booking tools.
Strong integration with Zoom and other video platforms.It can feel excessive for solopreneurs who don’t use HubSpot CRM.
The free version is robust for basic scheduling needs.Reporting and analytics are minimal in the free plan.
Syncs seamlessly with Google and Outlook calendars.Setup requires familiarity with HubSpot settings.

11. YouCanBook.me

YouCanBook.me is a straightforward and flexible scheduling tool designed for entrepreneurs and teams who want a client-friendly booking experience.

It syncs with your existing calendar (Google or Outlook), automatically detects availability, and integrates with key business tools for streamlined scheduling. Its strength lies in branding options, team scheduling, and automation.

Key Features

FeatureDescription
Calendar SyncIntegrates with Google Calendar and Microsoft Outlook for real-time availability.
Custom Booking PagesFully customisable booking pages with branding, logos, and colours.
Automated NotificationsSends confirmations, reminders, and follow-ups via email and SMS.
Time Zone DetectionAutomatically adjusts for clients in different regions.
Payment IntegrationAccepts payments through Stripe at the time of booking.
Team SchedulingSupports round-robin and pooled availability for multiple team members.
Custom FormsCollect client details before the meeting.
IntegrationsWorks with Zapier, Zoom, MS Teams, Google Meet, and CRM systems.
Booking Limits & BuffersControls how often and when clients can book appointments.
Mobile OptimisationBooking pages are responsive and mobile-friendly for clients on the go.

Pricing

PlanPriceDetails
FreeFreeBasic booking link and notifications
Individual$7.20Customised calendar and booking pages
Professional $10.40Branding, reminders, SMS notifications   
Team$14.40Multiple users, calendar integration, advanced support 

Pros and Cons

ProsCons
Easy to use for entrepreneurs and teams with minimal setup.The free plan is limited. Most features require paid plans.
Fully customisable booking pages for professional branding.Interface isn’t as modern as competitors like Calendly or Fantastical.
Offers payment integration for monetising bookings.No built-in analytics dashboard for advanced reporting.
Supports round-robin scheduling for multiple staff availability.Lacks deep CRM integration compared to HubSpot Meetings.
Automated confirmations and SMS/email reminders reduce no-shows.Setup for advanced workflows may require Zapier or similar tools.
Integrates with major video platforms like Zoom and MS Teams.The mobile app for admins is limited compared to others like Acuity.
Affordable compared to some premium scheduling solutions.No offline functionality. It requires the internet to manage bookings.

12. SavvyCal

SavvyCal is a modern scheduling tool that prioritises a great experience for both the entrepreneur and the client. It stands out with its ability to let invitees overlay their calendars during booking, making it easier to find a mutually convenient time.

It is ideal for consultants, freelancers, and teams who want flexibility and personalisation in scheduling.

Key Features

FeatureDescription
Calendar Overlay for InviteesInvitees can overlay their calendars for easier scheduling.
Calendar SyncWorks with Google Calendar, Outlook, and iCloud for real-time availability.
Multiple Meeting TypesOffers one-on-one, group, and round-robin scheduling.
Customisable Booking LinksBranded and personalised booking pages for a professional experience.
Team SchedulingCoordinate availability for multiple team members.
Time Zone SupportAutomatic time zone adjustments for global meetings.
Buffer Times & LimitsPrevents back-to-back meetings with smart scheduling controls.
Integration with Video PlatformsWorks with Zoom, Google Meet, and Microsoft Teams.
Payment IntegrationSupports Stripe for collecting payments during booking.
Integrations via ZapierConnects to CRM, email marketing tools, and workflow automation.

Pricing

PlanPriceDetails
FreeFreeBasic bookings, single calendar  
Basic$12Shared links, round-robin, custom branding
Premium $20API access, advanced security and team features

Pros and Cons

ProsCons
Elegant interface with collaborative scheduling approachNot as widely adopted as Calendly or Acuity in mainstream usage 
Intelligent fallback scheduling for teams helps avoid conflicts   Pricing is higher than simpler booking tools 
Perfect for entrepreneurial teams sharing availability across projects or departmentsAnalytics and insights are less extensive than enterprise-level tools
Branding and customisation enhance professional image Limited support for payment collection or event packages
Syncs across all major calendar platforms reliablyLacks built-in intake forms or advanced workflow automations

13. Motion

Motion is an AI-powered productivity and scheduling tool that automatically plans your day by prioritising tasks and meetings.

It is more than just a calendar; it is an intelligent assistant for entrepreneurs and teams who want to maximise efficiency.

Motion uses algorithms to rearrange tasks dynamically, ensuring you meet deadlines while maintaining flexibility.

Key Features

FeatureDescription
AI Task SchedulingAutomatically prioritises and reschedules tasks based on urgency and deadlines.
Integrated CalendarCombines tasks and events in a single view for better time management.
Multiple Calendar SyncSyncs with Google Calendar and Microsoft Outlook.
Dynamic ReschedulingAI adjusts your day if new meetings or tasks are added.
Meeting SchedulerSuggests optimal times for meetings without manual back-and-forth.
Project Management FeaturesAssign tasks, set deadlines, and monitor progress for teams.
Focus Time BlockingAutomatically creates blocks for deep work sessions.
Recurring Tasks & DeadlinesHandles repetitive scheduling efficiently.
Mobile & Web AccessAvailable on iOS, Android, and web.
Integration with Popular ToolsWorks with Slack, Zoom, and project management platforms.

Pricing

PlanPriceDetails
FreeFreeBasic bookings, single calendar  
Individual $19-34AI scheduling, task optimisations, meeting links 
Team$12-20Team scheduling, advanced integrations 
Enterprise CustomOrganisation-wide automation, support and analytics

Pros and Cons

ProsCons
AI automation saves time by prioritising and reorganising schedules.Premium pricing compared to standard calendar apps.
Combines task management, meetings, and calendar in one platform.Lacks a free version; only paid plans available.
Dynamic rescheduling ensures deadlines are met despite changes.Can feel overwhelming for users who prefer manual control.
Great for busy entrepreneurs and teams managing complex workloads.Limited offline functionality. It depends heavily on cloud sync.
Integration with Slack, Zoom, and major calendars.Requires onboarding to leverage AI features fully.
Focus time blocking promotes productivity and reduces distractions.Not ideal for businesses that only need basic appointment booking.
Suitable for remote teams needing real-time schedule adjustments.Learning curve for users unfamiliar with AI-driven tools.

14. Zoho Calendar

Zoho Calendar is part of the Zoho ecosystem, offering an efficient scheduling solution for entrepreneurs and businesses that want a simple, collaborative, and cost-effective tool.

It is great for managing team events, sharing calendars, and integrating with other Zoho apps, making it ideal for businesses already using Zoho CRM or Zoho Workplace.

Key Features

FeatureDescription
Multiple Calendar ManagementCreate and manage personal, group, and resource calendars.
Integration with Zoho SuiteSyncs with Zoho CRM, Zoho Mail, and Zoho Meeting for a seamless experience.
Third-Party IntegrationsWorks with Google Calendar and Outlook via CalDAV.
Event InvitationsSend and manage invites with RSVP tracking.
Resource BookingReserve meeting rooms and resources within the calendar.
Recurring EventsSet up repeating meetings for easy scheduling.
Custom Access PermissionsShare calendars with specific users or groups with tailored access levels.
Time Zone SupportAutomatically adjusts events for different regions.
Public Calendar SharingShare a calendar publicly or embed it on websites.
Mobile AccessAccess on the go via iOS and Android apps.

Pricing

PlanPriceDetails
Express$7Basic bookings and calendar suitable for small teams
Standard$14Extra automation, branding, email/SMS reminders
Professional $23Team routing, integrations with CRM and invoicing
Enterprise $40Full access, multiple locations, premium support

Pros and Cons

ProsCons
Free to use with strong functionality for individuals and small teams.Lacks built-in client booking pages for external appointments.
Works seamlessly with the Zoho ecosystem (CRM, Mail, Projects).Not as intuitive or visually appealing as premium tools like Fantastical.
Supports multiple calendars and shared access for better team visibility.Advanced automation and workflows require a Zoho One subscription.
Public calendar sharing is great for events and announcements.Limited native integrations outside Zoho apps.
Allows booking of rooms and resources within the calendar.No integrated payment system for paid appointments.
Strong security and custom permissions for controlled access.Setup complexity for users new to Zoho tools.
Offers mobile apps for on-the-go scheduling.No advanced analytics or reporting dashboard.

15. Monday.com

Monday.com is a versatile work operating system (Work OS) that combines project management and scheduling features in one platform.

Its calendar and scheduling functions are ideal for entrepreneurs and teams managing multiple projects, deadlines, and meetings in a highly visual way.

With its customisable workflows and automation, Monday.com is perfect for businesses that want more than just a basic calendar.

Key Features

FeatureDescription
Calendar ViewDisplays tasks, deadlines, and events in an easy-to-read calendar format.
Project ManagementManage tasks, assign owners, set deadlines, and track progress.
AutomationAutomates repetitive scheduling tasks and notifications.
Multiple ViewsSwitch between Calendar, Gantt, Kanban, and Timeline views for flexibility.
IntegrationsConnects with Google Calendar, Outlook, Slack, Zoom, and over 40+ apps.
Custom DashboardsCreate dashboards to visualise schedules and project timelines.
Recurring TasksSet up repeating tasks and reminders automatically.
Collaboration ToolsShare updates, comments, and files within tasks or boards.
Mobile AppFull functionality on iOS and Android devices.
Workload ManagementBalances team workloads to prevent overbooking.

Pricing

PlanPriceDetails
FreeFreeBasic bookings, single calendar  
Basic$12Unlimited boards, simple automations, basic calendar/timeline views
Standard$14Timeline view, integrations, advanced search    
Pro$79.99Time tracking, dashboards, advanced automation

Pros and Cons

ProsCons
Combines scheduling and full project management in one platform.It can feel overwhelming for businesses needing only simple scheduling.
Highly customisable dashboards and workflows for different industries.Advanced features require higher-tier plans, making it pricey.
Multiple views (Calendar, Gantt, Kanban) for better flexibility.No dedicated appointment booking page for clients.
Strong integration ecosystem with popular tools and apps.Steeper learning curve compared to basic tools like Google Calendar.
Automation saves time on repetitive scheduling tasks.Requires time to set up and customise for optimal use.
Excellent for teams needing real-time collaboration and updates.Limited offline access and a cloud-based platform.
Mobile-friendly for remote work and team scheduling.Paid plans start higher than simpler scheduling apps.

See also: 11 Best Planner Apps For Entrepreneurs To Organise And Plan 

Choosing the Right Tool for Your Needs

With so many options available, selecting the best calendar or scheduling tool depends on your business size, workflow, and priorities.

Whether you need advanced automation, payment integration, or team scheduling, the right choice should align with your goals and simplify your workflow, not complicate it.

CriteriaWhat to ConsiderWhy It Matters
Scheduling ComplexityDo you need simple bookings, round-robin availability, group polls, or recurring events?Your scheduling flow determines if you need simple tools or feature-rich tools
Integration NeedsCompatibility with tools like Google Calendar, Zoom, CRMs, and payment platformsSeamless integration saves time and reduces manual work across business operations
Automation and RemindersDoes it send automated confirmations, reminders, follow-ups, and cancellations?Improves client experience and minimises no-shows
Support and Learning CurveIs support readily available, and how quickly can your team get up to speed?  Important for fast implementation, especially if time or technical knowledge is limited
Security and PrivacyData protection protocols, GDPR compliance, and secure meeting linksEssential when handling sensitive client or business information

How to Make the Most of Your Tool

Selecting from the best calendar and scheduling tools for entrepreneurs is just the beginning. To truly maximise the value these tools offer, entrepreneurs and teams need to use them with intention and strategy.

Below is a practical table outlining how entrepreneurs and their teams can optimise their use of calendar and scheduling tools to get the best return on investment and performance.

TipDescription
Sync All Your CalendarsConnect all personal and business calendars to avoid conflicts and double-bookings.
Automate Notifications and RemindersReduce no-shows with automatic email or SMS confirmations and reminders.
Customise Your Booking PagesAdd branding, colours, and service details for a professional client experience.
Leverage IntegrationsConnect with CRMs, payment gateways, and video tools like Zoom or Teams.
Set Buffer TimesAdd gaps between meetings for preparation and to prevent burnout.
Use Analytics and ReportingTrack performance metrics to optimise schedules and improve business decisions.
Optimise for MobileInstall the mobile app to manage appointments on the go.
Regularly Update AvailabilityKeep your calendar accurate to avoid confusion and missed opportunities.

Conclusion

Choosing the right calendar and scheduling tool can transform how you manage time, clients, and team collaboration. If you need advanced automation, payment integration, or simple calendar syncing, there is a solution tailored to your business needs.

Pick a tool that aligns with your workflow and use the optimisation tips to get the most out of it—because for entrepreneurs, every minute counts.

We want to see you succeed, and that’s why we provide valuable business resources to help you every step of the way.

Frequently Asked Questions (FAQs)

What are calendar and scheduling tools for entrepreneurs?

Calendar and scheduling tools for entrepreneurs are software platforms that help business owners organise meetings, manage appointments, automate reminders, and streamline team collaboration through smart time management features.

Why do entrepreneurs need calendar and scheduling tools?

Entrepreneurs rely on these tools to stay organised, eliminate scheduling conflicts, and improve productivity, especially when managing clients, deadlines, and team communications.

What features should I look for in a calendar and scheduling tool?

Look for features like automated scheduling, integration with video conferencing platforms, real-time collaboration, timezone management, mobile accessibility, and analytics.

Are free calendar tools good enough for business use?

Some free tools, like Google Calendar or Zoho Calendar, offer sufficient features for basic use. However, premium options often provide more robust automation, team functionalities, and integrations suited for business operations.

Can calendar tools be used for team scheduling?

Yes, many calendar platforms are built with team collaboration in mind. Tools like Teamup, Asana, and ClickUp allow multiple users to view, edit, and coordinate shared schedules efficiently.

How secure are calendar and scheduling tools?

Most reputable scheduling tools offer enterprise-grade encryption, GDPR compliance, and secure user authentication. Always review a platform’s privacy policy and data handling practices.

What are the benefits of using calendar tools over manual scheduling?

These tools reduce double bookings, streamline communications, automate reminders, and save time spent on back-and-forth emails or phone calls.

Can I integrate scheduling tools with my CRM or website?

Yes, many platforms integrate seamlessly with CRMs like HubSpot and Salesforce, as well as website builders like WordPress and Wix, allowing clients to book directly from your site.

What is the best calendar and scheduling tool for solo entrepreneurs?

Solo founders often prefer Calendly, Setmore, or TidyCal because of their simplicity, cost-effectiveness, and ability to automate client bookings.

Can I use multiple calendar tools at once?

Yes, but it is best to integrate them properly. Many platforms sync with one another, but using too many separately without syncing can cause confusion and overlap.

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ABOUT THE AUTHOR

Quadri Adejumo

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