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Grenadines and Turtles | Barbados to Trinidad

Dec 16 – 22, 2017

Depart:  Bridge town, Barbados
Arrive: Chaguaramas Bay, Trinidad
Length: 7 days, 6 nights
Focus: Adventure Sailing, Exploring,


Explore the Grenadines, swim with Turtles!
Join the crew of Sea Dragon for a leisurely cruise down the windward islands from Barbados to Trinidad. On this trip there’s no overnight sailing, only beautiful fast daysails in the trade winds past jungle-covered mountains and spectacular reefs. We’ll visit Bequia, a top contender for almost everyone’s favorite Caribbean island, even if we’ve never met anyone who can quite pin their finger on why. Then it’s on to the Tobago Cays, a little slice of paradise – beautiful crystal clear waters, a thousand shades of blue, and herds of friendly sea turtles more than happy to share the water with you. Then we’ll head back towards “Civilization,” stopping for the afternoon in Union Island, home to about 3,000 residents and Jenny’s famous hot sauce, home-made and ripping hot.  Then it’ll be an overnight sail down the windward side of Grenada to Chaugaramas, Trinidad – home to the best food you will ever eat – Doubles!   This is our favorite breakfast food in the whole world and they’re dirt cheap – it’s too bad you can only get them for breakfast.  Mmmmmm…..

Eric Loss – Skipper

Eric has been sailing competitively since his time as a young mariner and in 2011 he sailed around the world single-handed and told his story in Loss at Sea.

Eric has been Captain on board Sea Dragon since January 2013 and he loves to facilitate the understanding of and connection to the sea for all of those who come on board.

Shanley McEntee – First Mate

Shanley has been all over the world and covered over 40,000 miles on all different types of sailing yachts and loves to do everything from scuba diving to surfing to swimming.

With a degree in Environmental Policy and Marine Science, Shanley continues to explore the world and the different issues mother earth faces. She’s full time with Sea Dragon as First Mate since January of 2013.

Thomas ‘Owen’ McMahon – Deckhand

Having started sailing with the family at the tender age of seven, Tom found a passion for being on the open water, it didn’t matter the vessel, yacht, dingy, bathtub, it was all the same, as long as it could sail. Realizing a life on land would never make him truly happy and saying adieu to life working in coffee shops and pubs, he embarked on his professional sailing career, working as crew on yachts whilst gaining his Yachtmaster offshore and his I.Y.T (international yacht training) instructor. By 2010 Tom found himself fully qualified and living the life, aboard superyachts on the French Riviera, looking after both yachts and their owners. Whilst this was indeed an amazing experience, he hankered after something more, showing people the joys of sailing, creating new sailors and the satisfaction of seeing people realize the lure of the open water.
So now when not on Sea Dragon, Tom can be found teaching people to sail, imparting the joy direct engagement of the sea brings and all sailing has to offer. You will find Tom helping his new sailors to immerse themselves in all things sailing and in building an attachment with their surrounding environment, an interdependence that can only be found on the ocean.


December 16: Crew arrive at 1400 Careenage, Bridge town, Barbados, briefings, intros, move in

December 17: Sail to Bequia

December 18: In Bequia

December 19: Sail to Tobago Cays, enjoy Tobago Cays

December 20: Morning swim with the turtles, sail to Union, visit markets, clear customs, depart in the evening for Trinidad.

December 21: Arrive in Chaugaramas, Trinidad, clear customs, listen to Christmas Music

December 22: Eat Doubles for breakfast!!!!  Crew depart (after doubles) at 0900

Contribution Includes:
– 6 nights accommodation on Sea Dragon
– All meals, snacks and drinks on board
– Sailing Instruction
– Safety equipment and foul weather gear

Contribution does not include:
– Transportation to and from Barbados or Trinidad
– Transportation to and from the boat
– Additional nights spent ashore
– Personal expenses while in port or onshore

Kit: Tropical/Temperate

All crew members will require a passport and visas from their home country that will allow them to travel to/ from Barbados and Trinidad. Please look into the specific type of visa you need for arriving at these destinations by sea: