The best AI agents for booking appointments (2026)

AI agents that book meetings and appointments for you, by email, phone or text. Compared on starting price and who each one is built for.

AI scheduling assistant: quick answer

From the 6 AI scheduling assistants on Klyvoo, with prices checked on each official site.

Quick comparison

Agent Best for Starting price Pricing model Free trial Standout
Upfirst Small firms with modest call volume $24.95/mo Plan + per-call overage 14 days, no card Lowest entry price and 35+ languages
Rosie Solo operators and local service businesses $49/mo Monthly tiers by minutes 7 days Trains itself from your Google profile and website
Frontdesk Small businesses wanting calls, texts and chat together $99/mo Plan + $0.25/min overage 7 days, no card Calls, texts, web chat and CRM in one plan
Callie by Calendly Pros who set up meetings over email $10/seat/mo + Callie add-on Per seat, Callie comes in Plus plans Schedules inside email threads using your Calendly rules
Beau by Boulevard Salons, spas and medspas already on Boulevard $125/mo per location + Boulevard plan Per location + per-minute overage Free usage through November 2026 (beta) Already knows your Boulevard menu, hours and policies
Arini Dental practices and DSOs Custom pricing Custom quote Books straight into major dental PMS systems

Prices in USD from each vendor’s official pricing page, checked October 2026. Some links may be affiliate links; that never changes our picks.

Showing 6 AI scheduling assistants

1. Upfirst

AI receptionist

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Best for: small firms with modest call volume

Per-call AI receptionist with wide calendar support and 35+ languages.

StandoutLowest entry price and 35+ languages
Watch out forPer-call overage up to $1.50 on Starter
Starting price
$24.95/mo
Free trial
14 days, no card
Books appointments
Yes
Human transfer
Yes, warm handoff
Languages
35+ languages
Setup
Optional 30-min onboarding

2. Rosie

AI receptionist

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Best for: solo operators and local service businesses

Mobile-first AI answering service that trains itself from your Google profile and website.

StandoutTrains itself from your Google profile and website
Watch out forDirect booking and live transfers start at the $149 plan
Starting price
$49/mo
Free trial
7 days
Books appointments
Yes, from $149 plan
Human transfer
Yes, from $149 plan
Languages
English, Spanish
Setup
Minutes

3. Frontdesk (My AI Front Desk)

AI receptionist, chat and SMS

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Best for: small businesses wanting calls, texts and chat together

AI receptionist that handles calls, texts, web chat and email with a built-in CRM.

StandoutCalls, texts, web chat and CRM in one plan
Watch out for200 minutes included, then $0.25 per minute
Starting price
$99/mo
Free trial
7 days, no card
Books appointments
Yes
Human transfer
Yes, warm transfer
Languages
20+ languages
Setup
Under 5 minutes

Best for: pros who set up meetings over email

Calendly's beta AI assistant: copy it into an email thread and it finds times and books the meeting.

StandoutSchedules inside email threads using your Calendly rules
Watch out forStill in beta and English only
Starting price
$10/seat/mo + Callie add-on
Books appointments
Yes, from email threads
Human transfer
No
Languages
English only
Setup
Self-serve; set meeting defaults first

Best for: salons, spas and medspas already on Boulevard

Boulevard's AI receptionist answers salon and spa calls 24/7 and texts callers a booking link.

StandoutAlready knows your Boulevard menu, hours and policies
Watch out forOnly for Boulevard customers; $0.60/min after 200 minutes
Starting price
$125/mo per location + Boulevard plan
Free trial
Free usage through November 2026 (beta)
Books appointments
Sends booking links; handles reschedules and cancellations
Human transfer
Yes, warm handoff (needs a second number)
Setup
Self-serve in Boulevard; forward calls

6. Arini

AI receptionist

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Best for: dental practices and DSOs

Dental AI that answers calls and texts, books patients into your PMS and runs recall outreach.

StandoutBooks straight into major dental PMS systems
Watch out forNo public pricing; demo required to get a quote
Starting price
Custom pricing
Books appointments
Yes, directly into your PMS
Human transfer
Yes, routes to staff and flags emergencies
Languages
English and Spanish
Setup
Deployed in days with a demo-led rollout

How AI scheduling assistant pricing works

Four of the six agents here are AI receptionists that answer calls and book appointments. Most charge a monthly plan with a set number of calls or minutes, then bill for extra use. Upfirst starts at $24.95/mo for 30 calls, with extra calls at $1.50 each on Starter. Rosie starts at $49/mo for 250 minutes. Frontdesk is $99/mo ($79/mo billed yearly) for 200 voice minutes, then $0.25 per minute.

Some prices sit on top of another subscription. Callie by Calendly isn't sold alone. It comes in Calendly's Standard Plus and Teams Plus plans and Teams Plus is $24/seat/mo billed yearly, $8 more than Teams. Beau by Boulevard costs $125/mo per location on top of a Boulevard plan, which starts at $143/mo. Boulevard says Beau usage is free through November 2026 while it is in beta.

Arini has custom pricing. You book a demo to get a quote. Upfirst and Frontdesk also move to custom plans at higher volume, so busy offices should compare the overage rates before they pick a plan.

What we check

Books on the call or not

We check whether the agent books the slot itself or only sends a booking link.

Calendar and software support

We list the calendars and booking tools each agent writes into, from Google and Outlook to dental and salon software.

Overage costs

We note what each extra call or minute costs once you pass the plan limit.

Handoff to a person

We check whether the agent can transfer callers to your team and on which plans.

Languages and HIPAA

We record the languages each agent speaks and whether it signs a BAA for patient data.

Every fact comes from the vendor’s official site. How we review

How to choose

  • If you want the lowest entry price: Upfirst. Upfirst starts at $24.95/mo with a 14-day trial and no card and books into Google, Outlook, Clio, Acuity, Calendly and Square on every plan.
  • If you want calls, texts and web chat in one place: Frontdesk. Frontdesk's $99/mo plan covers voice, SMS, web chat and email drafts tied to one customer record in a built-in CRM.
  • If you set up meetings over email and already use Calendly: Callie by Calendly. You copy callie@calendly.com into an email thread and it finds times and books within your Calendly availability after you approve.
  • If you run a dental practice: Arini. Arini books in real time into Open Dental, Dentrix, Eaglesoft and Denticon and signs a BAA before handling patient data.

FAQ: AI scheduling assistants

Is there a free AI scheduling assistant?

Not a fully free one among the agents on this page. Beau by Boulevard comes closest, since Boulevard says usage is free through November 2026 while it is in beta, but you still need a Boulevard plan. Upfirst offers a 14-day trial with no card, Frontdesk offers 7 days with no card and Rosie offers 7 days. Calendly has a free plan, but Callie is only in its Plus plans.

AI scheduling assistant vs AI calendar assistant: is there a difference?

The terms overlap, but they usually point to different jobs. An AI scheduling assistant books time with other people, like the receptionists here that book callers or Callie, which schedules meetings from email threads. Tools like Reclaim and Motion work more like calendar assistants that plan your own calendar around tasks and habits.

Does an AI scheduling assistant work with Google Calendar and Outlook?

It depends on the agent. Upfirst books into Google Calendar and Outlook on every plan, plus Clio, Acuity, Calendly and Square. Of the others, Rosie lists Google Calendar, Calendly, Acuity and Appointlet while Frontdesk lists Google Calendar. Beau works only inside Boulevard and Arini books into dental software such as Open Dental and Dentrix.

How much do AI scheduling assistants cost?

Phone receptionists here start at $24.95/mo for Upfirst, $49/mo for Rosie and $99/mo for Frontdesk. Callie comes in Calendly's Plus plans, with Teams Plus at $24/seat/mo billed yearly. Beau is $125/mo per location on top of a Boulevard plan and Arini has custom pricing. Watch the overage: extra Upfirst calls cost $0.70 to $1.50 and extra Frontdesk minutes cost $0.25 each.

Head-to-head comparisons

Side-by-side guides from the Klyvoo team on the tools in this list.

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Every price on Klyvoo comes from the vendor’s official pricing page. How we review