LTD Sailing Presents – St. Martin 2026
Join LTD Sailing for an unforgettable week exploring some of the Caribbean’s most spectacular islands aboard comfortable sailing vessels. Spend your days sailing turquoise waters, snorkeling secluded bays, discovering charming island towns, and sharing unforgettable moments with a small group of fellow sailing enthusiasts.
Whether you’ve sailed with us before or this will be your first adventure with LTD Sailing, we’d love to welcome you aboard.
Where will we sail?
Every flotilla is a little different, and that’s part of the adventure.
Our route is designed around the best sailing conditions, weather, and local recommendations for the week. The itinerary below is an example of what your adventure might look like, but don’t be surprised if we discover a new favorite anchorage or make a spontaneous stop along the way.
Day 1 | Welcome Aboard – Marina Fort Louis to Grand Case
After boarding, settling into your yacht, and completing a safety briefing, we’ll cast off for our first sail along the beautiful coast of St. Martin. Grand Case is the perfect introduction to the islands, known for its colorful waterfront, relaxed atmosphere, and incredible dining scene.
Highlights
- Welcome aboard briefing
- First sail together
- Explore Grand Case
- Group dinner ashore
Approximate Sailing Time: 1 hour
Day 2 | Grand Case to Orient Bay via Tintamarre
Today we head toward the eastern side of St. Martin, stopping at Tintamarre for swimming and snorkeling before continuing to lively Orient Bay. Spend the afternoon enjoying water sports, beach cafés, or simply relaxing on one of the island’s most beautiful beaches.
Highlights
- Snorkeling at Tintamarre
- Paddleboarding and swimming
- Beach bars and cafés
- Sunset at anchor
Approximate Sailing Time: 1–2 hours
Day 3 | Across to Anguilla
Today’s sail takes us into the crystal-clear waters surrounding Anguilla. Known for its pristine beaches and laid-back charm, Anguilla offers a completely different feel from St. Martin. Depending on conditions, we’ll anchor near Road Bay or another protected anchorage and head ashore to enjoy one of the island’s fantastic waterfront restaurants.
Highlights
- Open-water sailing
- White sand beaches
- Snorkeling
- Dinner ashore
Approximate Sailing Time: 3–4 hours
Day 4 | Exploring Anguilla
Today is all about slowing down and enjoying island life. Spend the day snorkeling vibrant reefs, paddleboarding through calm water, relaxing on the beach, or joining our famous Floaty Animal Parade before another memorable evening ashore.
Highlights
- Relaxed cruising
- Floaty Animal Parade
- Beach time
- Local restaurants
Approximate Sailing Time: Flexible
Day 5 | Hidden Coves & Caribbean Favorites
We’ll continue exploring some of Anguilla’s spectacular coastline, with opportunities to visit secluded beaches, snorkel colorful reefs, and enjoy lunch in one of the Caribbean’s most beautiful settings.
Every flotilla week is different, and today often becomes everyone’s favorite.
Highlights
- Hidden anchorages
- Snorkeling
- Beach walks
- Sunset cocktails
Approximate Sailing Time: 1–2 hours
Day 6 | Return Toward St. Martin
As we make our way back toward St. Martin, we’ll enjoy one last day under sail before gathering for a farewell dinner. It’s the perfect time to reflect on an unforgettable week, share stories, and celebrate new friendships made along the way.
Highlights
- Final sail
- Scenic anchorages
- Farewell dinner
- Caribbean sunset
Approximate Sailing Time: 3–4 hours
Day 7 | Return to Marina Fort Louis
After breakfast, we’ll return to Marina Fort Louis for disembarkation.
While the week may be over, the memories, friendships, and stories will stay with you long after you’ve returned home.
Approximate Arrival: 10:00 AM
Please Note
This itinerary is intended as a guide only. Sailing routes may change based on weather, sea conditions, local recommendations, and the preferences of the group. Our goal is always to provide the safest and most enjoyable experience possible while making the most of everything these incredible islands have to offer. We love to take in your suggestions as well!
What’s Included
Your flotilla experience includes:
- Seven days aboard a well-equipped sailing catamaran
- Experienced LTD Sailing skipper
- Most breakfasts and lunches prepared onboard
- Two dinners onboard
- Non-alcoholic beverages
- Fuel
- Customs and immigration fees
- Mooring fees
- Limited-edition LTD Sailing sun shirt
- Pre-trip planning assistance
- A thoughtfully planned itinerary
- Daily flotilla briefings
- Group activities throughout the week
Why Sail with LTD?
We believe the best sailing adventures are about more than just the destination.
Our flotillas combine incredible sailing with great people, thoughtfully planned experiences, and the flexibility to enjoy each day at your own pace. Whether you’re taking the helm, snorkeling a hidden cove, or sharing stories over dinner, you’ll leave with memories and friendships that last long after the trip ends.
Frequently Asked Questions
Do I need sailing experience?
Not at all. Everyone is welcome, from experienced sailors to first-time guests. You can be as involved in sailing the yacht as you’d like. Know someone who isn’t sure sailing is for them? This is a perfect introduction to just how amazing sailing can be, with no pressure!
Can I reserve a specific cabin?
Yes. Private cabins are available aboard each yacht, and you’ll be able to choose from the available cabin options when you book.
What if the itinerary changes?
Weather and safety always come first. While we have a carefully planned route, our itinerary may be adjusted to provide the safest and most enjoyable experience for everyone onboard.
Should I purchase travel insurance?
Absolutely. We strongly recommend purchasing comprehensive travel insurance that includes trip cancellation, trip interruption, emergency medical coverage, and emergency evacuation.
Ready to Join Us?
Cabins are limited and are reserved on a first-come, first-served basis.
If you’d like to learn more about the flotilla, receive cabin availability and pricing, or reserve your spot, we’d love to hear from you. Email [email protected]
