The Best Boats in Anguilla
General Questions
How far in advance should I book?
We recommend booking as soon as you know you are traveling since there are several times of year that we will sell out. We have very reasonable change policies should something unexpected happen and you need to adjust your plans.
How do I book?
Book your airport transfers between Anguilla and St. Maarten online here（https://www.calypsochartersanguilla.com/）. If you’re interested in booking an excursion, please contact us directly at 264-462-8504 or info@calypsochartersanguilla.com.
What if my arrival flight is delayed?
Good question! First, please contact us asap at info@calypsochartersanguilla.com or 264-462-8504 or 264-584-8504. Because the ports on both St. Maarten close at 6:00 p.m. and Anguilla closes at 5:00 p.m., we are required to pay overtime to operate after these times.
What if my flight is canceled?
It’s not uncommon for this to occur, particularly during the winter months. In the event your flight is canceled, please contact us asap at info@calypsochartersanguilla.com or 264-584-8504 to let us know. We can either reschedule you for a different boat or will issue you a credit toward future travel if you need to change your travel plans entirely. Click to read the entirety of our Terms and Conditions here（https://www.calypsochartersanguilla.com/terms-and-conditions/）.
What forms of payment do you accept?
We accept Mastercard, Visa, and American Express. Cash is also accepted.
Should I be tipping anyone?
For transfers between islands – The dock porters are staffed by each island’s dock management and rely heavily on tips for income. While it is not required, we recommend tipping each dock’s porters $1 per bag at the beginning and end of each boat ride when you are arriving and departing from St. Maarten and Anguilla. For example, have cash ready to tip $1/bag upon departure from St. Maarten, $1/bag on arrival in Anguilla and the same in the opposite direction when returning to go home. For excursions – Tipping is solely at your discretion. If you’re happy with your captain and crew, they will always appreciate a tip!
It looks like my group is too big for your boats… Now what?
No problem! We have extra boats that can be used to bring over many passengers at once. Please call our office to make arrangements for large groups.
Do you offer group rates?
Yes! For groups of 20+, we offer group rates. Please call or email us to make arrangements.
Do you go to St. Barth?
We do! We have a Tuesday St. Barth Shuttle, perfect for a day trip. We leave Blowing Point at 9 a.m. and leave Gustavia, St. Barth at 5 p.m. The trip takes approximately 45 minutes. We also offer private boat charters to St. Barth. For more details on pricing, please contact us.
Airport Transfers from St. Maarten to Anguilla Questions
Do you include taxi between the airport and the dock?
We include ground transportation between the Princess Juliana International Airport and our dock in St. Maarten on arrival and departure. We don’t include ground transportation on Anguilla. However, taxis are always available at the Blowing Point Ferry Terminal in Anguilla. We can also pre-arrange a driver for you, for your arrival, departure, or even for your entire trip.
What do we do when we get off the plane in St. Maarten … How do we find you?
You’ll see our agent at the arrivals area at the Princess Juliana International Airport, holding a Calypso Charters sign.
Where is the dock in St. Maarten?
We operate from the Anguilla-St. Maarten dock located literally a couple of minutes from the Princess Juliana International Airport.
Where is the dock in Anguilla?
For transportation to and from St. Maarten, we operate from Blowing Point Ferry Terminal.
How long is the trip between Anguilla and St. Maarten?
It is approximately 25 minutes, depending on wind and sea conditions.
Which boat time should we book when arriving at St. Maarten?
Our schedule is based on popular flight arrival times. We find that for most passengers, booking a boat which departs 45-60 minutes after your scheduled arrival time is a good estimate because you’ll need to collect your luggage and go through immigration at the airport, then travel to the dock with our driver.