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Woman diving in the ocean with a whale – An unforgettable sailing vacation Caribbean experience swimming with majestic marine life.

Join a Community Sailing Adventure & Make Lifelong Friends! ***

Community Sailing Adventures
Cabin Charter

Solo Adventurer, Couple or Small Group? – Reserve YOUR Cabin!
Destination
Area
Cruise
Date
Service
Yacht
Availability
Price
Price per Night
Greece
Cyclades
Kite & Sail
June 12 - June 21, 2025
Community Cooking Trip
Performance Catamaran
1 Slots
1750 EUR
175 EUR
Caribbean
Martinique, Saint Lucia, Saint Vincent & the Grenadines
New Year's Eve
Dec 28 - Jan 06, 2025/26
Community Cooking Trip
Sailing Catamaran
8 Slots
2900 EUR
290 EUR
Caribbean
Martinique & Saint Lucia
Blue Freedom
Dec 13 - Dec 20, 2025
Community Cooking Trip
Sailing Catamaran
8 Slots
1800 EUR
257 EUR
Caribbean
Martinique, Saint Lucia, Saint Vincent & the Grenadines
Blue Freedom
Nov 29 - Dec 13, 2025
Community Cooking Trip
Sailing Catamaran
8 Slots
2600 EUR
186 EUR

Kite & Sail Cruise - Greece Cyclades

Woman swimming in crystal clear tropical waters during her sailing vacation in greece

GREECE

Athens & Cyclades

June 12–21, 2025

10 days Kite Cruise

1 Slot Available

from €1,750

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(from €175 per person/day)

Sailing Catamaran

  • New Yacht from 2023

  • Performance Cruiser

  • Excellent Sailing

  • 4 Double Cabins

  • 2 Bathrooms

Activities

Sailing Destination​​

Ø Temperatures

  • Water 23 °C / 73,4 °F

  • Air 25 °C / 77 °F

Blue Freedom - Caribbean Sailing Cruise

Image by MICHAEL CAUDURO

CARIBBEAN

Martinique,
Saint Lucia &
the Grenadines

Nov 29 – Dec 13, 2025

Type of Cruise

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Included

  • Skipper & Travel Guide

  • Yacht Insurance

  • Snorkel / Fishing Equipment 

  • Sea, Sun & Turtles

  • Memories for a Lifetime :)

Get ready for 14 days of epic Caribbean sailing!

Explore 10 stunning Caribbean islands in 3 Caribbean countries

— a once-in-a-lifetime experience you don’t want to miss!

Community Adventure

  • Community Cooking

  • Cash on Board System (costs for food, fuel, etc. get shared)

from €2,600

(from €186 per night)

Sailing Catamaran

  • 4 Double Cabins

  • Comfortable Sailing

Sailing Destination​​

Activities

  • Sail to 3 Caribbean Countries & Visit more than 8 Islands

  • Snorkel with Turtles

  • Enjoy Stunning Nature & Coral Reefs

  • Dive with Rays & Sharks

  • Climb Coconut Palms

  • Explore Remote Islands

  • Live Caribbean Culture

  • Celebrate Happy Island

  • Hike Rainforests & Bath in Thermal Waterfalls 

  • Observe Dolphins & Whales while Sailing

  • Make new Friends for Life

Temperatures

  • Water 27 °C / 81 °F

  • Air 27 °C / 81 °F

Arrival & Departure

Flight to Martinique (FDF)
 
Start: Nov 29, 2025 (8 PM)
End:  Dec 13, 2025 (8 AM)

Blue Freedom Caribbean Sailing

Caribbean Kitecruise & Wingfoil

Image by MICHAEL CAUDURO

CARIBBEAN

Saint Lucia,
Saint Vincent &
the Grenadines

Dates (7 to 10 nights)

Request your date!

Type of Cruise

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OCEAN AD-VENTURES Logo

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WINDLOVERS Logo

Kitecruise Catamaran

  • 45 ft Catamaran

  • Comfortable & Spacious

  • Kite & Wingfoil Equipment on Board

  • SUP on Board

  • Kite Rescue Boat

Kite & Sail Destination​​

the Grenadines:

  • Union Island​

  • Mayreau

  • ​Tobago Cays & More

Included

  • Skipper & Kite Guide

  • Chef on Board

  • 3 Meals per Day

  • Snacks & Water

  • First Class Service

  • 3 Kite Rescues

  • All Costs for Fuel, Food, Permits etc.

from €2,400

(from €343 per night)

Activities

  • Kitesurfing & Wingfoiling

  • Spectacular Downwinder

  • Sail to Remote Kitespots 

  • Snorkel with Turtles

  • Lobster Beach BBQ

  • Visit the Jeremy Tronet Pro Center

  • Climb Frigate Rock

  • Kite to Happy Island 

  • Watch Dolphins & Whales while Sailing

  • Enjoy First Class Kite & Wingfoil Spots

Temperatures

  • Water 28 °C / 82 °F

  • Air 28 °C / 82 °F

  • You don’t need a Wetsuit ;)

Arrival & Departure

Flight to Saint Lucia (UVF)

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