Sailing Charters in St Martin & St Maarten
Enjoy a peaceful day on the water with a private sailing charter in St Martin or St Maarten. Ideal for guests who prefer a slower, more relaxed experience, sailing charters combine smooth cruising, scenic coastlines, and the expertise of local skippers for a memorable day at sea.
Local expertise
Direct support
Secure deposit
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Island
Experience
Trip Length
Boat Type
Departure
Price
Duration
Max Guests
- 6 h
- 8 max
Total
from
$ 1600
• Confirmed with captain
- 6 h
- 8 max
Total
from
$ 1600
• Confirmed with captain
- 4 h
- 8 max
Total
from
$ 1100
• Limited slots — confirm early
- 4 h
- 8 max
Total
from
$ 1100
• Limited slots — confirm early
- 3 h
- 8 max
Total
from
$ 950
• Very limited daily slots
- 3 h
- 8 max
Total
from
$ 950
• Very limited daily slots
- 5 h
- 6 max
Total
from
$ 1550
• Wind-dependent availability
- 5 h
- 6 max
Total
from
$ 1550
• Wind-dependent availability
- 5 h
- 6 max
Total
from
$ 1275
• Limited slots — confirm early
- 5 h
- 6 max
Total
from
$ 1275
• Limited slots — confirm early
- 4 h
- 6 max
Total
from
$ 1150
• Wind-dependent availability
- 4 h
- 6 max
Total
from
$ 1150
• Wind-dependent availability
- 2 h
- 8 max
Total
from
$ 695
• Very limited daily slots
- 2 h
- 8 max
Total
from
$ 695
• Very limited daily slots
- 7 h
- 10 max
Total
from
$ 1700
• Wind-dependent availability
- 7 h
- 10 max
Total
from
$ 1700
• Wind-dependent availability
- 7 h
- 11 max
Total
from
$ 1800
• Wind-dependent availability
- 7 h
- 11 max
Total
from
$ 1800
• Wind-dependent availability
- 8 h
- 12 max
Total
from
$ 1363
• Wind-dependent availability
- 8 h
- 12 max
Total
from
$ 1363
• Wind-dependent availability
- 5 h
- 12 max
Total
from
$ 863
• Wind-dependent availability
- 5 h
- 12 max
Total
from
$ 863
• Wind-dependent availability
• Very limited daily slots
- 3 h
- 12 max
Total
from
$ 688
• Very limited daily slots
- 4 h
- 12 max
Total
from
$ 1550
• Limited slots — confirm early
- 4 h
- 12 max
Total
from
$ 1550
• Limited slots — confirm early
Pay a small deposit online to request your charter.
The remaining balance is paid directly to your captain on the day — cash or card accepted.
Not sure which charter is right for you?
Tell us your dates, group size, and what you’d like to do — we’ll recommend the best option and confirm availability. Message us on WhatsApp or email bookings@explr.sx
No obligation — we’ll check real availability with captains before confirming.
How it Works
Pay a small deposit now. Settle the balance with your host on the day.
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Frequently Asked Questions
What is included in a sailing charter?
Most charters include a licensed captain, fuel, onboard drinks (water, sodas, juices), snorkeling gear, shaded seating, music system, and safety equipment. Many boats also provide paddleboards, floats, and fresh-water showers.
Most charters include a licensed captain, fuel, onboard drinks (water, sodas, juices), snorkeling gear, shaded seating, music system, and safety equipment. Many boats also provide paddleboards, floats, and fresh-water showers.
A catamaran has two hulls, offering maximum stability and space — ideal for groups and families. Monohulls provide a traditional sailing experience with elegant movement on the water. Trimarans have three hulls, combining comfort with speed and outstanding smoothness while underway.
Yes. Sailing charters are highly flexible. Your captain will recommend the best route based on wind and sea conditions, but you choose how long to stay at each stop and what type of experience you want.
Absolutely. Catamarans and trimarans are extremely stable, with comfortable seating and shaded areas. Crews are experienced in helping families, and routes can be adapted for calm waters and shorter travel times.
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