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Calypso Charters Anguilla is a full-service boat charter and marine transportation company based at the Blowing Point Ferry Terminal in Anguilla. Established in 2010, the company offers a diverse fleet of custom-built boats and provides both convenient inter-island transportation and memorable private ocean experiences.

Calypso is particularly well known for its fast ferry service between Anguilla and Princess Juliana International Airport in St. Maarten, making it a convenient choice for travelers arriving in the region. The company also offers private airport transfers, allowing guests to arrange transportation around their own flight schedules.

For visitors looking to explore beyond the beach, Calypso offers snorkeling and sightseeing excursions to some of Anguilla’s most popular destinations, including Prickly Pear Cays, Sandy Island, Little Bay and Scilly Cay. Guests can enjoy swimming, snorkeling, sightseeing and exploring Anguilla’s smaller offshore islands, with snorkeling equipment and cold beverages provided on day trips.

Calypso also offers relaxing two-hour sunset cruises featuring ocean views, beverages and the company’s signature Calypso rum punch, as well as deep-sea fishing trips targeting yellowfin tuna, wahoo and mahi-mahi. Private and customized excursions can be arranged to explore Anguilla, St. Maarten/St. Martin, St. Barths and the surrounding cays. The company can accommodate larger groups and special events, including weddings and corporate gatherings.

From $350

per person

Free cancellation up to 24 hours before the experience starts (local time)
Reserve Now and Pay Later – Secure your spot while staying flexible
Book ahead!

On average, this is booked 23 days in advance.

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Cancellation Policy

Free cancellation

100% refund
No refund
July 29 July 30

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience's start time.
  • If you cancel less than 24 hours before the experience's start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience's start time will not be accepted.
  • Cut-off times are based on the experience's local time.
Learn more about cancellations

Select Date

July 2025
Prices shown in USD ($)

Select Travelers

Traveler (Age 7-75)
Minimum: 2, Maximum: 15
5
Price varies by group size

Cancellation Policy

Free cancellation

100% refund
No refund
July 29 July 30

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience's start time.
  • If you cancel less than 24 hours before the experience's start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience's start time will not be accepted.
  • Cut-off times are based on the experience's local time.
Learn more about cancellations

Reserve Now & Pay Later

We'll reserve your spot today, and you can cancel up to two days* before your experience without making a payment. Secure your spot with ease, stay flexible, and never miss out.

How it works

1
Find your experience

Choose the experience you want knowing you can secure your spot without being locked in.

2
Make a reservation

Reserve now and pay later to secure your spot, commitment-free.

3
Choose when to pay

Come back to pay once your plans are set, or let auto-pay kick in two days* before your experience.

4
Enjoy your experience

Now you're all set! Have a great time.