Calypso Charters  Hero

Calypso Charters

Effortless, dependable, and smooth sailings connecting Anguilla and St. Maarten.

Loading reviews…
Sailing with Calypso Charters
Calypso Charters is Anguillian-owned and locally operated, offering high-speed airport transfers and custom charters including sunset cruises, snorkeling, and island tours. Known for their flexibility, punctuality, and professional service, Calypso makes every journey whether practical or adventurous effortless and memorable.
Our mission is to showcase operators who combine fast, reliable transport with elevated guest experiences. With Calypso Charters, travelers enjoy seamless connections to SXM Airport and curated excursions that reflect the best of Anguilla’s waters and hospitality.

2010

Founded

Daily

Departures

25

Duration

 Calypso Charters  Logo

Features

Discover the full range of Calypso Charters ’s luxurious, reliable, and customizable services for all kinds of travel.

Airport Transfers

Direct, stress-free transfers between SXM Airport and Anguilla with personalized service.

Private Charter Boats

Luxurious and comfortable private boats for families, couples, or small groups.

Group Transportation

Organized group transfers ideal for corporate retreats, weddings, or large parties.

Special Event Cruises

Celebrate engagements, anniversaries, or birthdays aboard a private vessel.

Scheduled Ferry Services

Daily shared services to and from Blowing Point and St. Maarten’s Simpson Bay.

VIP Concierge Services

From luggage handling to immigration assistance, enjoy a seamless luxury experience.

Daily Schedule

Explore Calypso Charters ’s reliable daily ferry times between Anguilla and St. Maarten designed for comfort, convenience, and consistency.

Shared Charter Schedule: To St. Maarten
Departures heading to St. Maarten
DepartureNameFromToDuration
8:00 AM Calypso Charters Blowing Point, AnguillaAirport, St. Maarten00:25:00
9:15 AM Calypso Charters Blowing Point, AnguillaAirport, St. Maarten00:25:00
10:30 AM Calypso Charters Blowing Point, AnguillaAirport, St. Maarten00:25:00
11:30 AM Calypso Charters Blowing Point, AnguillaAirport, St. Maarten00:25:00
12:30 PM Calypso Charters Blowing Point, AnguillaAirport, St. Maarten00:25:00
1:30 PM Calypso Charters Blowing Point, AnguillaAirport, St. Maarten00:25:00
3:00 PM Calypso Charters Blowing Point, AnguillaAirport, St. Maarten00:25:00
4:30 PM Calypso Charters Blowing Point, AnguillaAirport, St. Maarten00:25:00
Shared Charter Schedule: To Anguilla
Departures heading to Anguilla
DepartureNameFromToDuration
8:00 AM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00
9:30 AM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00
11:30 AM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00
12:45 PM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00
1:45 PM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00
2:45 PM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00
3:45 PM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00
4:30 PM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00
5:30 PM Calypso Charters Airport, St. MaartenBlowing Point, Anguilla00:25:00

Ticket Fares

Explore seasonal pricing and fare options. Book early for best availability.

Adult Fare
SUMMER

One-Way

$75.00*

This fare includes complimentary SXM transfer, onboard refreshments, and full luggage support.

Included

  • Ground transfer from SXM Airport
  • Refreshments onboard
  • 2 Checked Bags (50lbs each)
  • 1 Carry-on Included
  • Local customer support

*Prices may vary depending on seasonal demand and availability.

Child Fare
SUMMER

One-Way

$40.00*

This fare includes complimentary SXM transfer, onboard refreshments, and full luggage support.

Included

  • Ground transfer from SXM Airport
  • Refreshments onboard
  • 2 Checked Bags (50lbs each)
  • 1 Carry-on Included
  • Local customer support

*Prices may vary depending on seasonal demand and availability.

Infant Fare
SUMMER

One-Way

$0.00*

This fare includes complimentary SXM transfer, onboard refreshments, and full luggage support.

Included

  • Ground transfer from SXM Airport
  • Refreshments onboard
  • 2 Checked Bags (50lbs each)
  • 1 Carry-on Included
  • Local customer support

*Prices may vary depending on seasonal demand and availability.

Contact Us
Reach out to our team anytime

Email

We respond to all emails within 24 hours.

info@calypsochartersanguilla.com

Office

Drop by our office for a chat.

Blowing Point Ferry Terminal

Phone

We're available Mon–Fri, 9am–5pm.

12645848504

Frequently Asked Questions

Get quick answers about travel, boarding, luggage, and more.

Anguilla Ferry Times Logo

Real-time ferry schedules, operators, and charter info connecting Anguilla and St. Martin.

Newsletter

By subscribing, you agree to our Privacy Policy.

© 2025 Anguilla Ferry Times. All rights reserved.Made with ❤️ by