Find a sailing boat for rent in Caribbean sea - Sailogy

Find a sailing boat for rent in Caribbean sea

5619 boats in this area

Great sailing performance, easy to find places in the marina

Have you already thought about your flight?

I don't need a skipper, I have my sailing license!

You are the captain of this yacht, you are free to go wherever you want and this route definitely is going to be full of undiscovered bays. No extra costs for a skipper, it's cheaper and you are only with your friends. Have fun and enjoy your holidays!

No sailing license? On the way to undiscovered paradise with a skipper!

Let somebody take care of you, so you could relax and enjoy your trip. Just remember that you will buy a food for him as for a member of your crew. Imagine that you don't need to think about anything, no stress, only relaxation and lots of sun and cristal clear water.
Where does the skipper sleep?

Bareboat or skippered boat?

Still don't know if you need him? WIth sailing license you can rent a yacht without a skipper, in case you don't have it the skipper is an obligatory member of your crew.

Beneteau Oceanis 423 Clipper

Cienfuegos, Cuba
  • Optional skipper
  • Sailing boat
  • 2004
  • 3 cabins
  • 43 ft
  • 6 berths
  • 2 WC

Jeanneau Sun Odyssey 32 i

Saint Martin (Dutch), Lesser Antilles
  • Optional skipper
  • Sailing boat
  • 2009
  • 2 cabins
  • 31.5 ft
  • 4 berths
  • 1 WC

Beneteau Oceanis 34

Saint Martin (Dutch), Lesser Antilles
  • Optional skipper
  • Sailing boat
  • 2008
  • 2 cabins
  • 33.9 ft
  • 4 berths
  • 1 WC
Luxury yacht charter

Choose one of our art-featured yachts for the best sailing experience.

Bavaria 36

Saint Vincent and the Grenadine, Lesser Antilles
  • Optional skipper
  • Sailing boat
  • 2006
  • 2 cabins
  • 37.4 ft
  • 4 berths
  • 1 WC

Beneteau Oceanis 45

Tortola, British Virgin Islands
  • Optional skipper
  • Sailing boat
  • 2013
  • 4 cabins
  • 44.8 ft
  • 10 berths
  • 2 WC

Dufour 335 Grand Large

Road Town, Tortola
  • Optional skipper
  • Sailing boat
  • 2014
  • 2 cabins
  • 33.7 ft
  • 4 berths
  • 1 WC

Dufour 380 Grand Large

Road Town, Tortola
  • Optional skipper
  • Sailing boat
  • 2015
  • 3 cabins
  • 36.7 ft
  • 6 berths
  • 1 WC

Dufour 382 Grand Large

Road Town, Tortola
  • Optional skipper
  • Sailing boat
  • 2015
  • 2 cabins
  • 38 ft
  • 5 berths
  • 2 WC

Dufour 382 Grand Large

Road Town, Tortola
  • Optional skipper
  • Sailing boat
  • 2015
  • 3 cabins
  • 38 ft
  • 6 berths
  • 2 WC

Dufour 412 Grand Large

Road Town, Tortola
  • Optional skipper
  • New boat
  • Sailing boat
  • 2016
  • 2 cabins
  • 41.7 ft
  • 4 berths
  • 2 WC