- 2 h
- 8 max
+$20pp (max 16)
Reserve with $ 130 deposit
Total $ 695
✓ Very limited daily slots
- 2 h
- 8 max
+$20pp (max 16)
Reserve with $ 130 deposit
Total $ 695
✓ Very limited daily slots
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- SUNSET — SXM Afternoon Glow Sailing Cruise
SUNSET — SXM Afternoon Glow Sailing Cruise
- Private Boat Charter
- Simpson Bay
- 4 h
- 6 max
Overview
Private Charter
Sunset Experience
Swim & Snorkel Stops
Sunset Drinks
Perfect for Couples
Begin your afternoon sailing from Simpson Bay on a private charter that blends a refreshing swim stop with a beautiful Caribbean sunset. With calm seas, open sails, and drinks flowing, this experience offers a relaxed and elegant way to enjoy the island from the water.
From
$ 1150
+$60pp (max 16)
Secure with a $ 230 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 combine a swim and snorkel stop with a peaceful sunset sail.
- You enjoy an open bar and Caribbean snacks throughout the cruise.
- You relax under full sail as the sky turns gold and pink.
- You experience a romantic and unhurried way to explore St Maarten’s southern coast.
- 4 hours
- 6 max
- Simpson Bay
- 56 ft Trimaran
- Private Boat Charter
- Private sailing charter with captain
- Water, soda, beer, white wine, prosecco, and rum punch
- Sweet snack and tropical fruit platter
- Savory tapas
- JBL mobile speaker
- Snorkeling gear and safety equipment
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.
Set sail from Simpson Bay in the afternoon and cruise toward scenic spots such as Little Bay or Baie Rouge for a refreshing swim and snorkel stop. With clear water and a relaxed pace, the first part of the journey is perfect for cooling off and enjoying the sea.
Back on board, sweet and savory snacks are served alongside a selection of drinks as the sails are raised and the boat glides smoothly along the coast. The atmosphere is calm and social, with plenty of space to sit back and unwind.
As the sun dips below the horizon, enjoy the glowing colors of the Caribbean sky and the gentle motion of the boat under sail. With calm seas, beautiful views, and an open bar, this private charter delivers a memorable and relaxing way to spend an island afternoon and evening.
Not quite right? Consider these options
Closest Match
Shorter Option
- 1 h
- 12 max
Child prices available
Reserve with $ 14 deposit
Total $ 70
✓ Confirmed with your captain
- 1 h
- 12 max
Child prices available
Reserve with $ 14 deposit
Total $ 70
✓ Confirmed with captain
Different Experience
- 1.5 h
- 12 max
Price per person
Reserve with $ 21 deposit
Total $ 109
✓ Availability confirmed
- 1.5 h
- 12 max
Price per person
Reserve with $ 21 deposit
Total $ 109
✓ Availability confirmed
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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Reserve with $ 430 deposit
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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
