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Sailboats
Set sail with these traditional wind-powered boats
$125-$1,500
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$395-$1,500
Fishing Charters
Let a captain do the driving while you do the fishing
$120
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$550
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$120
Matteo
Saint Kitts Private Boat Charter
This experience was amazing! We enjoyed every single minute of the trip. The captain and the crew were wonderful and so polite with us, they treated us amazingly, making our day so special and fun. Experience to recommend!
Kurt
Sail tour to Les Saintes with Skipper Sailing teacher
Oliver is a great captain and knows how to create a wonderful and safe experience. I highly recommend you consider a sailing trip with Oliver.
KS
Kathy
Charter Formula III Open 32 in Philipsburg, Sint Maarten
We had a great trip with Sam! Went snorkeling, saw a couple really nice beaches away from all the tourists. He made sure we were comfortable and had everything we needed.
LD
Lewis
Charter Beneteau Oceanis 440 in Saint Lucia private sailing cruise
We chartered the boat for a party of 4 for a half day trip around the west coast of the island. Organising was smooth and Alessandro was helpful in providing us the best deal for our needs. When we arrived at the marina we met our skipper Boby. He allowed us to pick our own itinerary, and gave us some great suggestions. Boby was a great skipper who had lots of insight into the various allocations we would pass, and knew the best mooring spots to allow us to swim. Would definitely recommend to anyone hesitant about booking.
Shanay
Private charters along the west coast of Saint Lucia
Glen’s team picked us up at the cruise port and whisked us down to see the Pitons and do some snorkeling. Much better than a crowded boat of tourists! Silas and his father were gracious, helpful, and we enjoyed facts about the villages and towns we passed. I would book them again.
MW
MAESHEN
Sail tour to Les Saintes with Skipper Sailing teacher
Une journée de Rêve à ne pas manquer! Le voilier porte bien son nom!!! La croisière était super! On a vraiment aimé voir la Guadeloupe depuis la mer. Avec possibilité de prendre la barre et d'aider avec les voiles. Nous avons déjà fait du voilier, mais jamais participer, donc c'était une bonne expérience. Skipper m très sympa et intéressant et nous avons appris beaucoup sur la Guadeloupe et le voilier. Apéro et repas aussi très bon😊. Vous ne regretterez pas! Je recommande! Vraiment belle journée!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!