Sail the Caribbean Like the Sailors of Yesteryear

Ah, sailing the seas! As Captain Jack Sparrow opined, a ship is not just a ship, it represents … freedom. Freedom to explore the world at your pace and as you wish. We are proud to offer you this all-inclusive sailing experience to help you connect with the sea, the Caribbean, and the people who live there. Hundreds of years of storied history, island life, the development of diverse cultures, and the beauty of the environs are yours to enjoy. While underway, you’ll have the opportunity to learn the practice of sailing. From the lines and sails to anchors and navigation, learn how sailing is really done!

Ready to
Sail the Seas?

Questions? Let us know how we can help, or you can book now online.

An All-Inclusive Tropical Adventure of a Lifetime

Our goal for this adventure is to provide you with a Caribbean sailing experience that will stay in your memories and your heart for the rest of our life ~ and even encourage you to do it again! This very special, all-inclusive experience allows you to focus on why you are there: to explore. Explore Caribbean history. Sample the local cuisine. Get to know the local islanders. Become one with the ship and the sea. It’s all about connections, for body and mind.

Learn Sailor Skills and Explore Caribbean History

Trouvaille will be chartering the Liberty Clipper, a storied sailing vessel that can carry 24 passengers. The ship features the Baltimore Clipper Ship design, is 125-feet in length, has a beautiful grand salon, and comfortable accommodations for everyone. Whether you are a history buff, beach bum, foodie, or there just to relax while underway, small ship sailing is the best way to explore your world. Book now to guarantee your place.

Here are the details

Cast off the lines and join us for an authentic Caribbean sailing experience in the Bahamas! We will board the ship in Nassau and enjoy a Captain’s Welcome Reception while having time to explore Nassau. We will then get underway and enjoy five days of island-hopping to the outer Bahama islands such as The Exumas and Eleuthera, and enjoy cultural experiences such as learning how to sail and savoring fine Caribbean cuisine. This is authentic sailing at its best! Daily shore visits, water sports and swimming, and visits to local towns highlight our daily stops. Live the real Caribbean lifestyle, absorb that Caribbean vibe, and escape winter!

The price for this travel experience includes: all meals onboard the Liberty Clipper beginning with breakfast Monday morning through breakfast Saturday morning, your bunk in the cabin of your choice (accommodates 2), all drinks, your linens, all onboard water equipment, 15% gratuities; dinner in Nassau on the first evening; travel insurance; special activities and events while onboard; your Trouvaille hosts; and 24/7 travel support before and during your adventure.

“As someone who loves to travel, I am thrilled to have discovered Trouvaille. Not only do they provide the personalized service I want, but their attention to every detail, and their determination to enhance and maximize the entire experience far exceeds my expectations. Trouvaille is truly my go-to small group travel company!” K. Macdough, Tucson, AZ.

Daily itinerary

Day 1: Arrive in the Bahamas

Fly into Lynden Pindling International Airport (NAS) at Nassau, the Bahamas, and board the Liberty Clipper at 5 pm. The group will enjoy the Captain’s Welcome Reception and settle into their cabins and prepare for the week’s adventure. The group will receive their Trouvaille Welcome gifts as a part of the welcome reception. The group will then venture into Nassau and enjoy a classic Caribbean dinner at the Blue Sail Restaurant Beach Bar and celebrate the beginning of our journey!

Day 2: Getting Underway

We’ll get underway in the morning and begin our sailing adventure! While underway, the exact course of the Liberty Clipper will be at the discretion of the Captain. However, routes typically include expeditions to the Outer Islands that include Eleuthera Island and Exuma Island. Each day, the ship will sail to a new destination and travelers will be able to disembark to enjoy the local area, people, culture, food, and beaches.

If you fancy being the sailor within, you’ll have the opportunity to learn how to navigate the ship, coil lines, handle rigging, drop the anchor, and more!

Day 3: Exuma Island and more

The Exumas are an archipelago of 365 cays and islands which begin just 35 miles southeast of Nassau. Great Exuma Island, together with the Exuma Cays, offers an amazing variety of possibilities for all water sports. Hidden coves, bays, and harbors throughout are magnets for yachts and sport fishermen. Many of the unnamed beaches and coves of the islands, including extensive offshore reef areas, are included in the protected Exuma National Land and Sea Park of the Bahamas National Trust. Some of the islands on which there are permanent residents and resorts include Staniel Cay (home of the Staniel Cay Yacht Club, a fixture in the Exumas), Fowl Cay, Musha Cay, and Iguana Cay. Thunderball Grotto, located just a few hundred yards off Staniel Cay, is one location where the James Bond film Thunderball was filmed. Sandy Cay, just a short boat ride from Little Exuma, was the location used for filming the Pirates of the Caribbean beach scenes!

Days 4-6: Eleuthera Island and more

Eleuthera, one of the Bahamas’ ‘Outer Islands,’ is 110 miles long and just a few miles wide. The island faces the Atlantic Ocean on its east side, and the Great Bahama Bank on its west. Eleuthera started as a coral reef, but unlike many of the islands, its terrain is quite hilly, with some hills as high as 100 feet. The shoreline varies from pink sand beaches to large coral outcroppings extending into aquamarine and azure waters. Eleuthera’s many beaches are considered among the best in the Bahamas. Today, Eleuthera is like an island lost in time, much less developed than Nassau, Freeport, or the Abacos. Life moves at a slower pace on the island, with only 8,000 inhabitants, and a focus on vacationing.

Day 7: Sailing

After breakfast together, the Trouvaille staff will ensure everyone has transport to Lynden Pindling International Airport for the ride home. Fair winds and following seas for all!

Ready to
Sail the Seas?

Questions? Let us know how we can help, or you can book now online.