- 5 h
- 6 max
+$60pp (max 16)
Reserve with $ 253 deposit
Total $ 1275
✓ Limited slots — confirm early
- 5 h
- 6 max
+$60pp (max 16)
Reserve with $ 253 deposit
Total $ 1275
✓ Limited slots — confirm early
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- FULL DAY — Tintamarre Sailing Experience
FULL DAY — Tintamarre Sailing Experience
- Private Boat Charter
- Simpson Bay
- 5 h
- 6 max
Overview
Private Charter
Full-Day Experience
Island-Hopping
Swim & Snorkel Stops
Spacious Boat
Set sail from Simpson Bay on a full-day private sailing adventure to some of St Martin’s most iconic islands and snorkeling spots. This relaxed yet immersive experience combines sailing, swimming, and great food for a true Caribbean day at sea.
From
$ 1550
+$60pp (max 16)
Secure with a $ 310 deposit
✓ Wind-dependent availability
Balance paid on the day
Simple & transparent booking
How booking works
- We confirm availability with your captain after your request
- Pay the balance only once your booking is confirmed
Why you’ll love this experience
- You sail to legendary spots like Tintamarre, Pinel Island, and Creole Rock in one day.
- You snorkel with turtles and explore vibrant coral reefs.
- You enjoy a homemade gourmet lunch and tropical snacks prepared onboard.
- You relax on a spacious trimaran with calm sailing and comfortable seating.
- 5 hours
- 6 max
- Simpson Bay
- 56 ft Trimaran
- Private Boat Charter
- Private sailing charter with captain
- Water, sodas, juices, beer, white wine, and rum punch
- Gourmet sandwich lunch
- Sweet snack and fruit platter
- Savory tapas
- JBL mobile speaker
- Snorkeling equipment and life vests
To secure your charter, you’ll pay a small deposit online through our secure checkout powered by Stripe or PayPal.
We accept all major credit cards — Visa, Mastercard, American Express, and Discover — as well as Apple Pay, Google Pay, and PayPal for fast and flexible deposit payments.
The remaining balance is due on the day of the charter and may be paid by card in USD or in cash in USD.
All bookings are covered by our clear and fair cancellation policy.
You may cancel up to 48 hours before the scheduled departure time and receive a full refund of your deposit.
Bookings cancelled less than 48 hours before departure are non-refundable. The deposit secures the reservation of the boat, captain, and time slot specifically for your group.
If an activity cannot operate due to unsafe weather conditions, as determined by the captain, we will assist with rescheduling or provide a full refund.
Full activity terms and guest information can be found here: explr.sx/activity-terms.
Departing from Simpson Bay at 8:30 am, this full-day private sail takes you toward Tintamarre Island, one of the most iconic destinations in the region. Along the way, enjoy smooth sailing before stopping to snorkel with turtles, swim in clear water, and relax on the beach.
Midday, a homemade gourmet lunch is prepared onboard and enjoyed at anchor. In the afternoon, continue sailing along the northern coast of Saint Martin toward Pinel Island and Creole Rock, with additional swim and snorkel stops in calm, turquoise bays.
As the day unfolds, enjoy tropical fruit, sweet treats, and savory tapas while soaking in the peaceful rhythm of sailing. With spacious seating, attentive service, and a carefully paced itinerary, this charter delivers a perfect blend of comfort, adventure, and Caribbean charm.
Not quite right? Consider these options
Closest Match
Shorter Option
- 4 h
- 6 max
+$60pp (max 16)
Reserve with $ 230 deposit
Total $ 1150
✓ Wind-dependent availability
- 4 h
- 6 max
+$60pp (max 16)
Reserve with $ 230 deposit
Total $ 1150
✓ Wind-dependent availability
Different Experience
Most Booked
- 3.5 h
- 12 max
Reserve with $ 236 deposit
Total $ 1125
✓ Limited slots — confirm early
Most
Booked
- 3.5 h
- 12 max
Reserve with $ 236 deposit
Total $ 1125
✓ Limited slots — confirm early
Already on the Island?
If you’re planning something for today or tomorrow, we can sometimes help with last-minute private boat charter options.
Trusted by guests visiting St Martin & Sint Maarten
From first message to the day of the experience, guests consistently highlight how smooth and well organised everything feels.
“Everything was thoughtfully organised from start to finish, especially travelling with two young children. We felt completely looked after on the day, and the experience was both safe and unforgettable. Communication was excellent throughout, which gave us real peace of mind.”
- Chelsey
- March 2026
- USA
- Verified Guest
“The highlight of our two weeks in St Maarten. We were a large group with kids and everything was incredibly smooth and completely stress-free. Communication was excellent and we felt looked after from start to finish.”
- Marcus
- September 2025
- USA
- Verified Guest
“Very professional and reliable from start to finish. The whole day was easy, well organised, and a lot of fun — exactly what we were hoping for.”
- Sara
- January 2026
- USA
- Verified Guest
Based on the island. Here to help.
Local experts
Direct support
7 days a week
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Need help choosing the right charter?
Not sure if this is the right option?
We’re happy to help you choose based on your dates, group, and what kind of day you’re looking for.
Compare boat options & island transfers
Not sure what to choose? Start here.
Compare the best boat options, transfers, and experiences in St Martin and Anguilla. These guides help you choose the right option based on your trip, group size, and preferences. Clear, calm, helpful
