Caribbean Yacht Charters



LTD Sailing Adventures offers a Caribbean Sailing Vacation experience like no other.

Tired of feeling like your vacation is the same pre-packaged tourist trap everyone else in the world has already taken? Time to check us out.

With us, your experiences are designed for people who enjoy getting off the beaten path, getting into their vacation, and being a part of the action. At LTD, we blur the lines between vacation, exploration, and adventure.

Our private Caribbean sailing adventures are one-way trips; which means new water, new beaches, and new experiences every day. We begin in St. Lucia, sail through St. Vincent & the Grenadines and finish in Grenada. Each day is spent sailing from island to island seeking maximum outdoor fun.

Your crew will help choose the anchorages and activities. Snorkeling and SCUBA diving with sea turtles, hiking volcanoes, stand-up paddle boarding, kite surfing and fishing mix with cultural and historical tours, local food and nightlife, and, of course, SAILING.

Choose your own adventure on a trip that's truly yours...


Become part of the “LTD Crew” during your Caribbean sailing adventure. You'll be involved with all aspects of the trip including: sailing the boat, preparing the meals, and maintaining the stoke!

Never sailed a boat through the Caribbean? No problem! Don’t let our hands-on style intimidate you. Our highly trained skippers are also professional instructors skilled in the art of helping you push your limits while keeping the safety of the vessel and crew the highest priority.

Our experiences are designed for those who want to take charge of their vacation like they take charge of life. We like to get up early, stay out late, and get after it in between!


Not ready to bareboat on your own or just want to enjoy the sail? We can arrange a skippered charter on a monohull or catamaran with our qualified instructors/skippers.


Do you want to snorkel, hike or scuba or learn to kite surf during your skippered charter? Let us know what your interests are and we can arrange for whatever adventure you would like.


Experience limitless opportunities because we partner with charter companies all over the world. Have you always dreamed of going to the BVI? We can book that dream trip for you. Want to go one way from St. Lucia to Grenada? We can do that too. Let us know where you want to go and we’ll get you there.


Suggested Sailing Vacation itineraries for whenever you want to go!

ASA Sailing Itinerary

Day 1

Crew Orientation, Basic Sailing

Destination: St. Lucia (Rodney Bay to the Pitons)

Description: Day one is all about getting to know the boat and the crew. You'll spend the morning orienting to the boat and the plan for the week with your skipper. Then it’s time to get after it.

A short sail along the leeward coast of St. Lucia serves as a perfect training ground for the new crew. Our night-one anchorage lies right beneath St. Lucia’s most iconic feature: the Pitons! Stoke will be high, but don’t party too hard because we’ve got an early morning climb.

ASA Sailing Itinerary

Day 2

Early Morning Piton Climb (St. Lucia)

Destination: St. Vincent (Blue Lagoon)

Description: Day two is a big day! We’ll be up at 6 am to hike the Gros Piton.

Why so early? This is a 3 – 4 hour, moderately strenuous jungle hike. It’s a steep trail with a view you’ll never forget.

After the hike we'll set sail for St. Vincent... our longest crossing of the trip.

You'll sail into St. Vincent’s Blue Lagoon for a hot shower and a sunset cocktail on the beach (in no particular order).

ASA Sailing Itinerary

Day 3

Early Morning Volcano Hike (La Soufriere, St. Vincent)

Destination: Bequia (Admiralty Bay)

Description: Another morning on the trail! Day three begins with a summit attempt on the highest peak in the Grenadines: the La Soufriere Volcano.

We’ll catch a local van from Blue Lagoon up the windward side of St. Vincent to one of the most breathtaking hikes in the Caribbean. We’ll catch some lunch at one of our favorite local spots on the way back before our short sail over to Bequia. Time to chill on the beach and enjoy the Grenadine sunset.

ASA Sailing Itinerary

Day 4

Morning Dive, Afternoon Island Tour, Local Market Shopping

Destination: Bequia (layover day)

Description: After two huge days, it’s time to chill a bit and enjoy a full day in one of our favorite Grenadine islands.

You’ll spend the morning out diving (or snorkelling) with our friends at Dive Bequia.

After lunch we’ll take a scenic island tour with a special stop at the Old Hegg Turtle Sanctuary.

Don't worry, we'll also fit in some time to check out Bequia’s local markets and shops. Then top it all off with a BBQ on the back of the boat.

ASA Sailing Itinerary

Day 5

Hiking, Snorkeling, Beach BBQ

Destination: Tobago Cays

Description: We’ll start the day under the almond tree with a lovely coffee and cake at the Gingerbread Bakery in Bequia.

Then it’s time to sail into the heart of the Grenadines, the Tobago Cays. The Tobago Cays offer untrammeled beauty both above and below the surface of the water. Each of the Cays offer a short hike and unique view and photo opp of one of the most beautiful anchorages in the world.

Watch out for the Iguanas! Snorkeling and SUPing will fill in the rest of the afternoon. Dinner will be an unforgettable beach BBQ with lobster, fish, conch, and a table full of local side dishes. Oh yeah!

ASA Sailing Itinerary

Day 6

Snorkeling, Kitesurfing with JT Procenter

Destination: Clifton Harbor, Union Island

Description: An early morning snorkel in the Tobago Cays will offer our best chance to view the grenadine sea life up close.

Sea turtles, rays, sea stars, and countless fish will entertain you all morning.

Then we sail to Union Island where we'll begin our two-day kitesurfing lesson with pro crew at JT Procenter.

Happy hour at Happy Island is a must.

ASA Sailing Itinerary

Day 7

Kitesurfing with JT Procenter, SUP

Destination: Chatham Bay, Union Island

Description: Day two of our kitesurfing lesson is sure to be a trip highlight for you.

We’re gonna go hard until we can’t!

Following a lunch at the local market we'll sail around to the leeward side of the island and enjoy the beautiful Chatham Bay.

A sunset SUP mission will tap the last bit of energy out of the crew before we head into shore for another Grenadine beach BBQ.

ASA Sailing Itinerary

Day 8

Hike, SUP

Destination: Tyrell Bay, Carriacou

Description: Your day begins with a short hike up the leeward side of Union Island, which never disappoints.

A meal of LTD’s signature banana pancakes and bacon is sure to set us up for our sail to Carriacou.

Upon arriving in Tyrell Bay, we will SUP through an incredible mangrove-edged inlet. A tasty cocktail and a local fish dinner ashore finishes off your day.

ASA Sailing Itinerary

Day 9


Destination: Grenada

Description: We’ll be making way for Grenada as the sun rises over Carriacou, which is one of our favorite crossings. You'll spend most of the day reaching across the world famous Grenadine trade winds.

A truly unique and refreshing snorkelling experience awaits in Grenada where the underwater sculptures off Moliniere Point never disappoint. A BBQ dinner on board serves as the perfect platform for a “last-night” celebration.

ASA Sailing Itinerary

Day 10

Leave the boat, Island Tour

Destination: Grenada

Description: Your morning will be filled with mixed emotions as you prepare to leave the boat.

But never fear, Grenada will welcome us with lush jungle waterfalls, a lively spice market, and the friendliest island vibe in the entire Caribbean.

The perfect capstone to your unforgettable experience.

Sailing School Reviews

The perfect combination of vacation and education. I learned more this week than a semester in college.


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