St. Lucia, St. Vincent, and The Grenadines, Caribbean hosted by Private: Discover Sailing School
You missed the boat on this one... This Flotilla has already sailed... See a list of upcoming flotillas >>

Contact Us

Jonathon Davis

Check sailing to St. Lucia, St. Vincent, and The Grenadines off your bucket list! This summer take a break from your daily demands and ready yourself for an exciting and exclusive 7-day experience at the helm of a Lagoon Catamaran sailing through the most pristine waters and islands the Caribbean has to offer. Get immersed with the SVG’s natural wonders and discover an other worldly view of our oceans.

Use your skills

You’ll have the opportunity to take the helm of your catamaran and use your sailing skills and learn new ones.

We are offering a Sailing Course Special for ASA 114, Cruising Catamaran for $500, a savings of $450!
Demonstrated ability to skipper an auxiliary- powered sailing cruising catamaran of approximately 30 to 45 feet in length during a multi-day live aboard cruise upon inland or coastal waters in moderate to heavy winds (Up to 30 knots) and sea conditions. Knowledge of Catamaran structure, components and features, performance under sail and power boat systems, seamanship and safety, heavy weather operation, and emergency response.


  • ASA 101, Basic Keelboat Sailing
  • ASA 103, Basic Coastal Cruising
  • ASA 104, Bareboat Cruising
  • and the ability to demonstrate competency in all knowledge and skills elements of those Standards

Our experienced crew will help you chart the day’s sail, using their local knowledge to ensure the best course will be taken for maximum enjoyment. Need a break? No worries! Your captain will gladly take over while you enjoy island excursions, snorkeling, relaxing or a cocktail.

Your Flotilla Leader – Jonathon Davis

Jonathon Davis has 22 years of experience in chartering boats, racing boats, and delivering boats by both power and sail from the Caribbean to the coastal United States. He has logged “over 100,000 sea miles” from Mallorca to Maine to Grenada to Galveston. Jonathon’s vast knowledge has helped him attain numerous Marine Certifications, including USCG 100 Ton Master’s License; Sailing Endorsement; Commercial Towing Endorsement; STCW 95 Compliant; Red Cross CPR; Red Cross First Aid; Padi Open Water Diver; IKO Level 4; and Sea Explorer Advisor from 1999 to present. His years spent in St. Vincent and the Grenadines prove invaluable as he knows the area like the back of his hand from navigating to the local eateries to the must see sights and vistas. If there’s one person to give a guided tour of the SVG, it’s hands down Jonathon Davis.


The price per person is $2,300, based on double occupancy for a seven-day cruise. Space is limited and expected to sell out quickly. Reserve your spot and cabin priority preference with a $700 deposit.

Pricing includes:

  • Boat with Captain / Fully qualified ASA instructor
  • Charter Fees and taxes
  • Dinghy with motor
  • Safety Equipment
  • Initial ice and water & Linens & Kitchen Gear
  • Summer Escapade T-Shirts

Our fleet features luxury appointed catamarans, including a Lagoon 420, a Lagoon 440, and a Leopard 404, All yachts have 3 double cabins available to guests, all with private bathrooms, the 4th cabin is reserved to crew. Of these boats, our reservations team will select boats that best suit the needs and demographics of the members of the flotilla.

Getting There & Local Info

International Airport: Hewanorra International or George F. L. Charles
Passport: Required (make sure it’s valid for another six months past your travel date)
Time zone: Eastern Caribbean
Currency: East Caribbean Dollar, although US dollars are readily accepted.
Language: English, Vincentian Creole

Flotilla Itineraryactual itinerary may vary depending on weather conditions and/or other circumstances beyond our control

1Day OneRodney Bay Marina, St. Lucia

Board, Breakfast, Orientation, Snorkel/ Dive at Moonhole, Sail to Admiralty Bay, Bequia

2Day TwoMystique

Sail to Musique, Lunch at Bassels’s Bar, Marconi Beach, Semi-Formal dinner at Cotton House

3Day ThreeTobago Cays

Sail to Tobago Cays, Snorkel and Dive, Lunch on board, Sunset lobster grill on the beach

4Day FourPetit St. Vincent and Union Island

Sail to Petit St. Vincent, Lunch, Private kiteboarding lesson, Sail to Union Island, Dinner in Union Island

5Day FiveCanouan

Sail to Canouan, Spa Day , Golf, Dinner at Pink Sands

6Day SixWallilabou Bay, St. Vincent

Sail to St. Vincent, Baylea Falls, Botanical Gardens, Volcano Tour, Pirates of the Caribbean set, Yacht hop and pot luck

7Day SevenSt. Lucia

Sail back to St. Lucia, Disembark