- 3 h
- 8 max
+$100pp (max17)
Reserve with $ 190 deposit
Total $ 950
✓ Very limited daily slots
- 3 h
- 8 max
+$100pp (max17)
Reserve with $ 190 deposit
Total $ 950
✓ Very limited daily slots
- Home
- -
- SUNSET — SXM Golden Hour Sailing Cruise
SUNSET — SXM Golden Hour Sailing Cruise
- Private Boat Charter
- Simpson Bay
- 2 h
- 8 max
Overview
Private Charter
Sunset Experience
Wildlife Spotting Experience
Breezy Coastal Cruise
Sunset Drinks
Sail into the golden Caribbean evening aboard a private trimaran for a relaxed sunset cruise from Simpson Bay. With smooth sailing, comfortable lounging areas, and drinks included, this experience offers a peaceful and elegant way to end the day on the water.
From
$ 695
+$20pp (max 16)
Secure with a $ 130 deposit
✓ Very limited daily slots
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 enjoy a private sunset sail with plenty of space to relax and unwind.
- You lounge on cushioned trampolines or beanbags as the sails are raised.
- You sip prosecco and rum punch while the coastline glows at golden hour.
- You experience a calm, intimate atmosphere ideal for couples and small groups.
- 2 hours
- 8 max
- Simpson Bay
- 56 ft Trimaran
- Private Boat Charter
- Private trimaran with captain
- Prosecco, beer, white wine, and rum punch
- Water and soft drinks
- Savory snacks
- JBL mobile speaker
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, this private sunset cruise invites you to settle into a comfortable trimaran as your captain hoists the sails and guides you along the coast. The atmosphere is relaxed and unhurried, with gentle motion and open sea views.
Stretch out on cushioned trampolines or beanbags while enjoying a glass of prosecco, local rum punch, or a cold drink of your choice. Light snacks are served as the sky begins to change color and the sun dips toward the horizon.
As the Caribbean evening unfolds, music, sea breezes, and glowing sunset views create a memorable end to the day. Perfect for couples, families, or small groups, this sail delivers a serene and stylish sunset experience in true island fashion.
Not quite right? Consider these options
Closest match
Shorter option
- 1 h
- 8 max
Price per jet ski
Reserve with $ 30 deposit
Total $ 150
✓ Availability confirmed
- 1 h
- 8 max
Price per jet ski
Reserve with $ 30 deposit
Total $ 150
✓ Availability confirmed
Different experience
- 2 h
- 12 max
Reserve with $ 39 deposit
Total $ 195
✓ Availability confirmed
- 2 h
- 12 max
Reserve with $ 39 deposit
Total $ 195
✓ 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
“An incredible day on the water and one of the highlights of our trip. Everything was perfectly organised, with great attention to detail throughout — including an amazing meal and thoughtful care for dietary requirements. The whole experience felt effortless.”
- Stefani
- April 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
“An absolutely amazing day and a perfect experience for our family. Everything felt smooth and effortless, and it’s something we’ll remember for a long time.”
- Lauren
- March 2026
- USA
- Verified Guest
“A wonderful trip over to St Barts, our families had an amazing time. Everything was easy and enjoyable from start to finish.”
- Jennifer
- March 2026
- USA
- Verified Guest
Based on the island. Here to help.
Local experts
Direct support
7 days a week
You might also like
- 2 h
- 8 max
Price per jet ski
Reserve with $ 40 deposit
Total $ 200
✓ Availability confirmed
- 2 h
- 8 max
Price per jet ski
Reserve with $ 40 deposit
Total $ 200
✓ Availability confirmed
- 4 h
- 8 max
+$125pp (max 12)
Reserve with $ 225 deposit
Total $ 1125
✓ Limited slots — confirm early
- 4 h
- 8 max
+$125pp (max 12)
Reserve with $ 225 deposit
Total $ 1125
✓ Limited slots — confirm early
- 7 h
- 12 max
Reserve with $ 400 deposit
Total $ 2000
✓ Weather-dependent availability
- 7 h
- 12 max
Reserve with $ 400 deposit
Total $ 2000
✓ Weather-dependent availability
- 2 h
- 10 max
Price per person
Reserve with $ 13.80 deposit
Total $ 69
✓ Confirmed with your captain
- 2 h
- 10 max
Price per person
Reserve with $ 13.80 deposit
Total $ 69
✓ Confirmed with captain
Most Booked
- 7 h
- 12 max
Reserve with $ 395 deposit
Total $ 1585
✓ Confirmed with your captain
Most
Booked
- 7 h
- 12 max
Reserve with $ 395 deposit
Total $ 1585
✓ Confirmed with captain
☆ Top Pick
- 7 h
- 10 max
Reserve with $ 300 deposit
Total $ 1500
✓ Weather-dependent availability
Top
Pick
- 7 h
- 10 max
Reserve with $ 300 deposit
Total $ 1500
✓ Weather-dependent availability
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
