Caribbean Sailing Vacations
Get ready to hoist the sails on a Caribbean sailing adventure. Whether you are island hopping or gliding along the coast, with 5 sailing vacation packages lasting from 7 days up to 14 days, we have made finding the right sailboat tour a breeze! Click here to see all sailing vacations.
5 Caribbean sailing trips
Hidden Charms of the Caribbean - White Bay, Jost Van Dyke, British Virgin Islands
Hidden Charms of the Caribbean - White Bay, Jost Van Dyke, British Virgin Islands- Destinations
- Puerto Rico, Virgin Island, British, Guadeloupe, Saint Kitts and Nevis, Antigua and Barbuda+1 more
- Age Range
- 12 to 90 year olds
- Ship
- Emerald Sakara
- Travel Style
- Sailing, Group, Fully Guided, Explorer+2 more
- Operated in
- English
- Operator
- Emerald Cruises
Deal- Tour length
- 8 days
- Price per day
- $1,111
- From
- US$8,890
Sailing through the marvellous Caribbean
Sailing through the marvellous Caribbean- Destinations
- Saint Vincent, Bequia, Mayreau, Tobago Cays, Union Island, Carriacou, Mustique, Kingstown+1 more
- Age Range
- 20 to 40 year olds
- Ocean
- Atlantic
- Travel Style
- Sailing, Private, Group, Fully Guided, Explorer, Christmas & New Year+3 more
- Operated in
- Only: German
- Operator
- sailwithus
- Tour length
- 14 days
- Price per day
- $121
- From
- US$1,687
Yoga Sailing in British Virgin Islands
Yoga Sailing in British Virgin Islands- Destinations
- Tortola, Norman Island, Jost van Dyke, Anegada, Spanish Town, Cooper Island
- Age Range
- 18 to 80 year olds
- Ocean
- Atlantic
- Travel Style
- Sailing, Private, Partially Guided+1 more
- Operated in
- English
- Operator
- Med Sailing Holidays
- Tour length
- 8 days
No departure dates available
Sailing adventure in the U.S. Virgin Islands
Sailing adventure in the U.S. Virgin Islands- Destinations
- Charlotte Amalie, Cruz Bay
- Age Range
- 4 to 99 year olds
- Ocean
- Atlantic
- Travel Style
- Sailing, Family, Private, Group, Partially Guided+2 more
- Operated in
- English, Russian
- Operator
- CHECK IN SEA
- Tour length
- 7 days
No departure dates availableCatamaran Cruise: Adventure in Martinica and the Tobago Cays
Catamaran Cruise: Adventure in Martinica and the Tobago Cays- Destinations
- Mustique, Tobago Cays, Mayreau, Castries
- Age Range
- 12 to 65 year olds
- Ocean
- Atlantic
- Travel Style
- Sailing, Group, Partially Guided+1 more
- Operated in
- English
- Operator
- BeBlue
- Tour length
- 7 days
No departure dates available
Travel Styles
Guides
International Versions
- Deutsch: Karibik Segelreise
- Nederlands: Zeilen Rondreizen in ...