Sailing St. Martin Flotilla Cruise — Easy Island Hopping, Exciting Open-Water Passages

February 8-15, 2020

This fabulous cruise is currently sold out but we are accepting wait list applications as sometimes cancellations do occur. St. Martin is one of the most popular sailing destinations in the Caribbean where you can experience short hops to fabulous bays for snorkeling and swimming and longer passages in open water to get your adrenaline going. This winter Colgate Sailing Adventures® Caribbean sailing vacation takes you to the warm waters of the northern tip of the Caribbean’s Leeward Islands, just when you’re beginning to feel a long cold winter ahead.


This fun-filled Colgate Sailing Adventures Flotilla Cruise in the Leeward Islands includes everything from sun-kissed sailing to unspoiled beaches, designer shopping in quaint towns and vibrant ports, bright casinos and nightlife, to fine dining with French and Creole flavors.


You don’t want to wait to sign up for a winter get-away Caribbean sailing vacation you’ll remember forever. With just 15 cabins available, this cruise is guaranteed to sell out fast! Our St. Martin sailing charter starts on Saturday, February 8 officially at 6 p.m.  when you can board our reserved fleet of Sunsail catamarans. When you arrive, look for your Caribbean sailing vacation cruise leaders, Nate and Heather Atwater who will cheerfully help you get acclimated to island-time, mon. That night all will gather for a fun-filled meet and greet gathering and the next day after navigation and boat check-outs, you set sail. The cruise ends on Saturday, February 15 at 11 a.m. when you return the yachts to the Sunsail base. Get in touch to find out more about our destination Caribbean flotilla holidays.
Required Flotilla Cruises Resume

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The cruise starts in Marina Fort Luis in St. Martin, easy to get to via many direct flights from major cities the United States and Canada. There’s so much to do on this fascinating flotilla cruise. Half Dutch and half French, St Martin offers the perfect combo of European sophistication and laid-back Caribbean charm. Some of your stops are on remote untouched island with white sand beaches and pristine anchorages. Others take you to places like St. Barts where Jimmy Buffet started his first Margaritaville (still there) and sang “Cheeseburger in Paradise” to barefoot sailors. Now the home of the rich and famous, St. Barts boasts elegant boutiques, fabulous dining, and a many mega-yachts.


There are many natural reefs in this area, especially around St. Kitts with its abundance of tropical fish. Picture-postcard Anse de Colombier has a horseshoe-shaped bay where you can swim and snorkel in shimmering waters. All of St. Martin’s neighboring islands offer remote, unspoiled anchorages, secluded Caribbean coves and vibrant reefs.


In February when this Colgate Sailing Adventures Flotilla Cruise is planned, you should enjoy daytime temperatures around 82 degrees F., mid 70’s at night, very little rain, and winds averaging 13 knots out of the East. Of course, temperatures and winds can not be guaranteed, but we do recommend this cruise for those who enjoy and are comfortable on open waters where you can experience interesting sea conditions.


What follows is a sampling of the various points of interest on this cruise. While there may not be time to hit them all, when you arrive for your Meet and Greet gathering on your first night in the islands, your cruise directors Heather and Nate Atwater will give you the planned itinerary.
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Marina Fort Luis

The four Sunsail catamarans in our flotilla fleet are located 20 minutes from the airport at Sunsail’s base in Marina Fort Luis. Our yachts are ready for boarding at 6 p.m., so if you get there early, take some time to enjoy great restaurants and shopping around the base. When you return, if you’re not rushing out for a plane, indulge in a cocktail and fresh seafood lunch on your final day in this beautiful Caribbean haven.

Grand Case, St. Martin

About an hour and a half sail from the Sunsail base is a lovely small village with a large bay, crystal clear water and long beach. Here you can enjoy lunch at Lolo’s or a French or Creole-inspired dinner ashore, with a sip of local rum as you watch the first of many glorious sunsets.

Tintamarre and Orient Bay, St. Martin

On the way to Orient Bay is the tiny, deserted island of Tintamarre – a perfect spot for lunch aboard and a refreshing swim.  Then you’ll head to the Orient Bay on the eastern coast of St. Martin. Protected by a reef, the bay’s two-mile long white sand beach offers tons of water activities. Ashore you’ll find vibrant live music or you can spend the night Just north of Orient Bay in quiet Friar’s Bay, with great snorkeling off its palm-lined beach.

Gustavia and St. Barts

Enjoy sprightly blue water sailing as you head to Gustavia on St. Barts’ east coast. The capital of St. Barts is Gustavia, known for its red-roofed buildings, numerous historic sites, chic shops, and wonderful fine French restaurants for lunch or dinner. 17th century forts lining the harbor range from Fort Karl in the north to the lighthouse and cannons of Fort Gustaf in the south. Shell Beach, near Fort Gustaf, is a popular destination for seashell collectors. A good lunch/swim stop can be enjoyed at beautiful Ile Fourchue before heading into Gustavia.

Anse de Colombier

North from Gustavia is Anse de Colombier, part of St. Barts Marine Reserve with a secluded beach and shallow reefs perfect for snorkeling with turtles, rays and dolphins.

Philipsburg, St. Martin

Philipsburg is St. Martin’s busy Dutch capital, a bustling town with great shopping in boutiques and designer emporiums along Front Street – a mile-long shopper’s delight lined with swaying palm trees.

Road Bay, Anguilla

One of the most popular anchorages in the Leeward Islands, Road Bay hits all the buttons. There’s a beautiful white sand beach bordered with many restaurants and bars serving local fare and rum to live jazz music. Off the coast of Anguilla is Sandy Island, a spit of white sand where you can sample fresh lobster, crayfish or snapper at a beachside restaurant.

Crocus Bay, Anguilla

Cruising down the spectacular Anguilla coast from Road Bay, brings you to Crocus Bay where you’ll find soft white sandy beaches surrounded by lush greenery. Famous for incredible sunsets, you can spend the day foraging for seashells and then head ashore for a yummy rum punch as the sun sinks over the horizon. Keep your eyes peeled for the elusive, momentary green flash if the horizon looks calm.  On the east side of the bay is more good snorkeling, bordered by cliffs and caves. You might stop at Prickly Pear Cays, six miles north of Road Bay, for lunch aboard, exploring the white sand beach and more snorkeling on coral reefs teeming with colorful fish.
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The St. Martin flotilla fleet is comprised of two Sunsail 444s and two Sunsail 454s – all with four spacious cabins, four heads (bathrooms) with showers, and generator powered air conditioning throughout the main saloon and cabins. Both models have forward cockpits accessible from the main saloon, creating lots of space for socializing and dining, and lovely breezes when forward and aft doors are open. They also have large aft cockpits and steering stations with 360-degree visibility, fresh water showers on the stern for rinsing off after snorkeling and swimming, and large seating areas for dining al fresco.

Sunsail 454

Sunsail 444



Boat and crew assignments are made by your cruise leaders, Nate and Heather Atwater, with crew lists distributed when you arrive. If you are signing up with others and want to be on the same boat, please make sure you indicate this when you send in your resume.

Package Rates and Payment Terms

  • Single private cabin – $3,595 ($3,295 with grad discount if you qualify)
  • Double shared cabin per person – $2,995 ($2,695 with grad discount if you qualify)

$300 Discount for Offshore Sailing School Cruising Course Grads!

If you earned Bareboat Cruising Certification (OSS 104)  from Offshore Sailing School, you are eligible for the Colgate Sailing Adventures Flotilla Cruise Discount. To qualify for this $300 per person “grad discount” only those in your party who have OSS 104 Bareboat Cruising Certification issued by US Sailing may take advantage of this discount.

To guarantee your cabin, a 30% deposit of the total package is due when you sign up, refundable less a $200 cancellation and processing fee until October 9, 2019 when full payment is due. Final or full payment is due on October 9, 2019, at which time no refunds are allowed. A $300 refundable damage deposit is also required at time final payment is made.We must stand by our cancellation policies so please consider purchasing Travel Insurance.

Included in Your Per Person St. Martin Flotilla Cruise Package:St.Martins-Flotilla-Cruise-gustavia-ilefourchue_700x465

  • Private or shared cabin on one of the flotilla yachts, assigned in advance by the Atwaters
  • All breakfasts, lunches, snacks and three dinners aboard during the cruise
  • Welcome meet and greet party (heavy hors d’oeuvres or light dinner) first night of the trip
  • Gala group dinner ashore during the cruise or at end of cruise
  • Special St. Martin Flotilla Cruise commemorative shirt and hat
  • Ice, full water and fuel tanks prior to departure
  • Cruising tax
  • Damage waiver applied by charter company
  • Starter pack of bottled water in addition to provisioning
  • Guidance by expert cruise leaders – Nate and Heather Atwater – with the fleet throughout the cruise
  • Comprehensive cruise e-book prepared by Offshore, to help you plan your trip

Not Included in Your St. Martin Flotilla Cruise Package:St.Martin-Flotilla-Cruise-grand-case_700x465

  • Airfare and other travel
  • Ground transfers to and from base (approximately $30 per person each way)
  • Beverages and dinners or other meals purchased ashore
  • Beverages you wish to have aboard while cruising (markets available in the marina), including water, beer, wine, spirits, juices
  • Mooring and docking fees
  • Park permits if any
  • Sightseeing tours or other costs you may incur
  • Immigration charges when entering from one island country to another (currently $2 per person to $20 per boat each time)
  • Departure taxes (currently $35 out of St. Martins, but may be included in air ticket costs)

Each boat should set up a kitty when all are aboard, with about $100 per person to start, to cover docking and mooring charges, immigration fees, park permits if any, and food and drink purchases you plan to share as a crew.

If you’d like to come in a day early to relax and explore, Moorings lists three hotels that are near the marina: Fantastic Hotel, Centre Hotel, Golfe Hotel. Many more hotels will be listed in the e-book you will receive when you sign up. Contact us with any questions about our St Martin catamaran charters!
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