Sailing & Yacht Charters Caribbean - Sailing Trips & Private Charters Caribbean


Come sail away on our sailing trips in Caribbean. Enjoy sailing on your vacation and spend the day out on the water. Our sailing tours in Caribbean are a great activity for any traveler. You can relax and ride or learn to sail at one of our sailing schools. Our sailing adventures are a great addition to any vacation. Browse our sailing in Caribbean and plan your vacation today!

Sailing & Yacht Charters Caribbean. Start Planning Your Vacation Today!


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Private Sail Boat Charters Puerto Rico

Private Sail Boat Charters Puerto Rico Sailing & Yacht Charters Puerto Rico
Starting At
$550
per Trip

Sailing & Yacht Charters Puerto Rico - Private daytrips or sleep aboard catamarans, white sand beaches, all inclusive if desired. Charters in and around Puerto Rico and the Caribbean.

Sail Snorkel Party on the Sailing Catamaran FunCat

Sail Snorkel Party on the Sailing Catamaran FunCat Sailing & Yacht Charters Puerto Rico
Starting At
$79
per Person

Sailing & Yacht Charters Puerto Rico - Sail, Snorkel and Party on the Fun Cat Catamaran in Puerto Rico. Sailing in the Caribbean sea to an exotic island will be one of the most amazing adventures you will experience in Puerto Rico. You will enjoy snorkeling on our pristine reefs...Amazing

The island bliss at Harbour Island Club and Marina

The island bliss at Harbour Island Club and Marina Sailing & Yacht Charters Bahamas
Contact For Rates & Specials!

Sailing & Yacht Charters Bahamas - Beautiful sunsets from the marina's tranquil tropical floral pet friendly large grounds!

BVI Cruise & Learn- April 21- 28, April 28- May 5

BVI Cruise & Learn- April 21- 28, April 28- May 5 Sailing & Yacht Charters British Virgin Islands
Starting At
1,975
per Person

Sailing & Yacht Charters British Virgin Islands - NauticED Bareboat Charter Master Certification- come for the sun, fun and earn international qualifications for cruising 30-45ft sailing yachts- includes comprehensive interactive eLearning pre-course study and private double cabin for two (2)

Family and Friends Dream Sailing Vacations

Family and Friends Dream Sailing Vacations Sailing & Yacht Charters British Virgin Islands
Contact For Rates & Specials!

Sailing & Yacht Charters British Virgin Islands - Captain and Chef Sailing Vacations for Freinds, Family and Couples in British Virgin islands Life time experience We guarantee the perfect Sailing adventure in the Caribbean. We understand the importance of attention to detail. Very affordable

Personalized, customized Virgin Island charters

Personalized, customized Virgin Island charters Sailing & Yacht Charters US Virgin Islands
Contact For Rates & Specials!

Sailing & Yacht Charters US Virgin Islands - Personalized custom yacht charters all inclusive with crew in the Virgin Islands, both power and sail. Explore the famous Virgin Islands with professional crew who do it all for you. This vacation is not a cruise ship. It's up to you what you do.

Sailing Charters in Dominican Republic

Sailing Charters  in Dominican Republic Sailing & Yacht Charters Dominican Republic
Starting At
$900
per Night

Sailing & Yacht Charters Dominican Republic - Dragonsmoke Sailing Charters specializes in VIP charters and day trips on board a luxury oceanic sailboat Beneteau 510 . Choose a day trip to Catalina or Saona Island, go whale waching in Samana, or sail to another Caribbean Island of your desire.

A Yacht Charters Worldwide

A Yacht Charters Worldwide Sailing & Yacht Charters British Virgin Islands
Contact For Rates & Specials!

Sailing & Yacht Charters British Virgin Islands - Finest yacht Charters World Wide, crewed or bareboat, sail or power, over 2000 yacht to choose from, Caribbean, Bahamas, Mediterranean, Greek and Turkey, Alaska, Mexico, Pacific..... website:

Affordable Romantic Boat Charters in St. Croix

Affordable Romantic Boat Charters in St. Croix Sailing & Yacht Charters US Virgin Islands
Contact For Rates & Specials!

Sailing & Yacht Charters US Virgin Islands - 65.00 for 4-hour snorkel trips with free rum punch.lowest price on island! packages staring at $135 with fishing, lobster hunting, spear fishing, scuba diving, camping, hiking trip,free lunch and drinks! Romantic getaway packages starting at $1,000.

Sail, snorkel, shine, relax aboard the Katarina

Sail, snorkel, shine, relax aboard the Katarina Sailing & Yacht Charters Puerto Rico
Starting At
$50
per Person

Sailing & Yacht Charters Puerto Rico - Come experience Rincon from a whole new perspective! Set sail aboard the Katarina for a day or evening full of good music, delicious tropical drinks, snorkeling, and sailing along Puerto Ricos magical West coast.



Other Listings You May Be Interested In

A Yacht Charters Worldwide

A Yacht Charters Worldwide Sailing & Yacht Charters British Virgin Islands
Contact For Rates & Specials!

Sailing & Yacht Charters British Virgin Islands - Finest yacht Charters World Wide, crewed or bareboat, sail or power, over 2000 yacht to choose from, Caribbean, Bahamas, Mediterranean, Greek and Turkey, Alaska, Mexico, Pacific..... website:

Affordable Romantic Boat Charters in St. Croix

Affordable Romantic Boat Charters in St. Croix Sailing & Yacht Charters US Virgin Islands
Contact For Rates & Specials!

Sailing & Yacht Charters US Virgin Islands - 65.00 for 4-hour snorkel trips with free rum punch.lowest price on island! packages staring at $135 with fishing, lobster hunting, spear fishing, scuba diving, camping, hiking trip,free lunch and drinks! Romantic getaway packages starting at $1,000.

Bike Plus

Bike Plus Bike Tours Antigua and Barbuda
Starting At
$20
per Person

Bike Tours Antigua and Barbuda - We are a Bicycle and Fitness Store. We do Bicycle Rentals long and short term. Our Bikes are Mountain Bikes. For one week Rental you get a day free. Adult Mountain Bikes Only Bike Plus Limited

Island Kayaking Adventure

Island Kayaking Adventure Kayaking & Canoeing Puerto Rico
Starting At
$45
per Person

Kayaking & Canoeing Puerto Rico - We specialize in kayaking and snorkeling tours in the beautiful east coast of Puerto Rico. We do day and night tours. Our most impressive tour is the Bio Bay Kayaking Tour in Las Cabezas de San Juan Nature Reserve in Fajardo.

Scuba Diving & Snorkeling Northwest Puerto Rico

Scuba Diving & Snorkeling Northwest Puerto Rico Scuba & Snorkeling Puerto Rico
Starting At
$50
per Person

Scuba & Snorkeling Puerto Rico - Experience a sense of adventure while swimming over a reef like you are sneaking around a new an almost forbidden place. WOW! Every dive/snorkel is different.Escorted scuba diving tours with our experienced staff to smooth the way.NO BOAT REQUIRED.

Sail, snorkel, shine, relax aboard the Katarina

Sail, snorkel, shine, relax aboard the Katarina Sailing & Yacht Charters Puerto Rico
Starting At
$50
per Person

Sailing & Yacht Charters Puerto Rico - Come experience Rincon from a whole new perspective! Set sail aboard the Katarina for a day or evening full of good music, delicious tropical drinks, snorkeling, and sailing along Puerto Ricos magical West coast.

Blackbeard's Cruises Bahamas Scuba Liveaboard

Blackbeard's Cruises Bahamas Scuba Liveaboard Scuba & Snorkeling Bahamas
Starting At
$939
per Person

Scuba & Snorkeling Bahamas - Scuba-diving liveaboard cruises depart Nassau, the Bahamas. 65' sailboats dive remote reefs, wrecks, walls & with sharks. Departs Saturday for weeklong adventures. All inclusive format- meals, bev/bar, diving, dormitory style lodging.

Sail, Scuba, Kayak 65' Charter Yacht Aloha Malolo

Sail, Scuba, Kayak 65' Charter Yacht Aloha Malolo Sailing & Yacht Charters British Virgin Islands
Starting At
$216
per Night

Sailing & Yacht Charters British Virgin Islands - Sail, Scuba, Kayak and Waterski with us aboard Aloha Malolo. All inclusive 65' sailing yacht in the Virgin Islands winters and San Blas Islands summers. Learn to sail with ASA certification and enjoy a week of Evelin's gourmet cooking and fine wines


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