Sales.
Support.
Reviews.
All in one place.
Communication built for tour operators. We power human conversations — automated with a human touch, 24/7.
Loved by tour & activity operators
Trusted by tour operators across Hawaii and beyond
There's bookings. And then there's
everything else.
Your booking software handles reservations. Chirrup handles the conversations, the follow-ups, the phone calls, the questions at midnight, and the review requests the next morning. We connect to your booking data and make every guest interaction two-way and real-time.
Works with
Text. Chat. Call.
One inbox.
However your guests reach out, it all lands in the same place. Full context before every reply — so guests feel known, not managed.
Two-way texting
Your guests don't read emails — but they read every text. Chirrup sends confirmations, reminders, and follow-ups over SMS, and every message is two-way. When a guest texts back, your team sees it instantly alongside their booking details.
Chirrup AI
One AI, trained on your business — your tours, your policies, your real conversations. It answers guest questions on your website around the clock and handles calls when no one can pick up. Same knowledge base, two channels.
Business phone system
Your own dedicated number with smart call routing, IVR menus, business-hours rules, voicemail transcription, and automatic text follow-up on every missed call. A real phone system — not a side feature bolted onto something else.
More bookings.
Faster replies.
Happier guests.
When your booking data, conversations, and team all live in one place, the busy work handles itself.
Every guest, every touchpoint.
Connected.
Before Chirrup, half your team used personal cell phones — or just didn't respond. Now everyone has the right tools for their role. Reservations gets the full platform. Guides and captains get a streamlined view of exactly what they need.
Reservations
Takes the booking, sends the confirmation.
Guides
Messages assigned guests, calls from the company number.
Drivers
Sends the "on my way" text.
Captains
Collects tips with a payment link.
One conversation. Every role. No one left guessing.
Everyone sees the full thread — booking details, past messages, and internal notes — so guests never have to repeat themselves.
increase in Google reviews for operators using the review booster
faster response time — texts vs. phone calls for common guest questions
text open rate — your messages actually get read
Trusted by tour operators.
From Hawaii and beyond.
“Love Chirrup. My crew loves it. Super easy to use. And the support is better than anywhere.”
Leif R.
Owner, Hawaii Glass Bottom Boats
“Great service, easy to reach out to, and always working on improvements.”
Ben
Holokai Catamaran
Every feature.
Every plan.
All features included — AI voice, AI webchat, review booster, everything. Plans are based on your booking volume.
Silver
For single-tour operators or seasonal businesses getting started.
e.g. 1 tour, ~10 bookings/day
Gold
For growing operations running multiple daily tours.
e.g. 2–3 tours, ~30 bookings/day
Platinum
For multi-tour or multi-location operators at scale.
e.g. 5+ tours or multiple locations
Quit juggling.
One app. Every conversation. See what Chirrup can do for your operation.