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Compare boat options & island transfers
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
Compare your options
Understand the key differences between each option before you decide.
→ What changes in comfort, boat size, and overall experience.
→ The real differences in comfort, flexibility, and experience.
→ How much time you really need to enjoy the day.
→ Stability vs speed — what suits your day best.
→ Compare time, comfort, and how you travel between islands.
Understand pricing
See what affects the price and what you can expect at each level.
→ What drives the price and where the value comes from.
→ What a private trip to St Barts really costs.
→ Full cost breakdown for a day trip to Anguilla.
→ Typical prices and what to expect for each option.
Find the right option for your trip
These quick guides help you choose based on your group, budget, and the kind of day you want.
→ The best private boat experiences for beach clubs, relaxed lunches, stylish stops, and social Caribbean days in St Maarten.
→ Why simpler and better-paced private boat charters often create more enjoyable Caribbean days in St Maarten.
→ How to choose between a more active or more relaxed private boat charter experience in St Maarten.
→ The best private boat experiences for mixed-age groups, families, and comfortable multi-generational boat days in St Maarten.
→ Why many travelers prefer the flexibility, atmosphere, and pacing of private boat charters over crowded group tours in St Maarten.
→ What genuinely changes the feeling of a private boat charter experience in St Martin / St Maarten.
→ The best private boat experiences for birthdays, anniversaries, honeymoons, celebrations, and memorable Caribbean days in St Maarten.
→ The best private boat experiences for calm water, relaxed pacing, beach stops, and easy Caribbean days in St Maarten.
→ The best private boat experiences for non-swimmers, cautious guests, and relaxed Caribbean days in St Maarten.
→ The best private boat charter experiences for snorkeling, swimming, and calm turquoise-water stops in St Maarten.
→ What actually changes between standard and premium private boat charter experiences in St Maarten.
→ The best private boat charter options for cruise ship guests visiting St Martin / St Maarten for the day.
→ The easiest, most enjoyable private boat experiences for first-time visitors to St Martin / St Maarten.
→ The most comfortable private boat charter options for older guests, relaxed groups, and slower-paced days in St Maarten.
→ Bigger is not always better. This guide explains what really matters when choosing the right size private boat charter in St Maarten.
→ Calm beach clubs and turquoise water or stylish island atmosphere? Compare the two most popular private boat day trips from St Maarten.
→ How to choose the right private boat day when your time in St Maarten is limited.
→ What you actually get compared to other options.
→ How to choose the right boat based on your trip.
→ When it’s worth it — and when it’s not.
→ The best options for couples and small groups.
Plan your departure
Choose the best starting point based on your location and route.
→ Choose the right starting point for your route and location.
→ Ideal for quick access to Tintamarre, Pinel and calm waters.
→ A practical option for French side villas and resorts.
→ Easy access for French side stays and Anguilla trips.
→ Convenient departure for Simpson Bay and lagoon access.
→ Central departure with quick access to both sides.
→ A French side departure for St Barts trips.
→ Longer crossing with full-day experience expectations.
→ A smooth departure option on the French side.
→ The quickest crossing with ideal sea conditions.
→ Route, timing, and what to expect from this departure.
→ The closest and fastest route to Anguilla.
Common questions
Clear answers to the most common concerns before you book.
→ The calmest routes, easiest crossings, and best private boat options for guests worried about seasickness.
→ Understanding deposits, communication, and what to check before booking.
→ When to book — and when last-minute still works.
→ What the process actually looks like.
→ How to avoid common mistakes when booking.
→ How conditions are handled and your options.
→ Safety standards and what to look for.
→ What families should know before booking.
Already on the island?
If you’re planning something for today or tomorrow, we can sometimes help with last-minute private boat charter options.
Why guests book with EXPLR.SX
Carefully selected experiences, clear communication, and local guidance — reflected in the feedback we receive from guests.
“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
USA
• Private Boat Charter
March 2026
- Verified Guest
“EXPLR.SX is a great choice when planning experiences in St Maarten. Everything was well organised, flexible, and easy to arrange, even when the weather changed. Communication was quick and helpful throughout, and we enjoyed both of our trips.”
Helene
Canada
• Private Boat Charter
April 2026
- Verified Guest
“Everything felt easy and smooth from booking through to the day itself. The experience was well planned but still flexible, which made it perfect for our group. We had an amazing time in Anguilla and would highly recommend it.”
Kristen
USA
• Private Boat Charter
April 2026
- 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
USA
• Private Boat Charter
April 2026
- 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
USA
• Private Boat Charter
September 2025
- 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
USA
• Private Boat Charter
January 2026
- Verified Guest