Offshore Passage | Key West to Dominican Republic

Offshore Passage | Key West to Dominican Republic
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Feb 24 – Mar 4, 2015

Depart: Key West, Florida
Arrive: Boca Chica, Dominican Republic
Length: 9 days (8 nights)
Focus: Extreme Sailing & Yachtmaster Ocean Qualifying Passage




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Enjoy an exhilerating upwind sail through the Atlantic from Key West to the Dominican Republic.  This is a fast paced passage aboard ex-ocean racer Sea Dragon, and you will be put to the test as we push the boat fast and hard.   Sea Dragon was built to sail upwind in the Southern Ocean, so you’ll get to experience her in her element but with the benefit of warm water and blue skies.  This passage qualifies as an RYA Yachtmaster Ocean or IYT MOY Unlimited passage, so crew will be fully involved in the operations of the boat as well as being able to take the requisite celestial sights for their license.  If Conditions are good, we might even stop off in the Turks & Caicos for a day!

This trip is a fast paced upwind bash across the Caribbean.  Experienced sailors who are looking for a Oceans qualifying passage, or novices looking for an exciting and challenging trip are encouraged to join us.


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Eric Loss – Skipper

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A native of California, Eric has been on the water since an early age. He has sailed more than 55,000 offshore miles, and has sailed everything from windsurfers to 115′ schooners, and recently he completed a single-handed circumnavigation by way of the great capes. He enjoys teaching all aspects of sailing, from boat handling and dinghy racing to navigation and seamanship. He is always eager to share his knowledge of celestial navigation. Eric has been involved in sail training for most of his life, and is an US Sailing instructor. He holds an IYT Master of Yachts Ocean with commercial endorsement and a USCG 100 ton master’s license. Eric is also an experienced diver and PADI Divemaster.

Shanley Mcentee – First Mate

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Shanley was born and raised in San Diego, CA and graduated with a BA in Environmental Policy and a minor in Environmental Science from Western Washington University. Having grown up by the sea, she holds a deep passion for Mother Ocean and our ever-growing need for protection and awareness of the problems our environment is facing. She enjoys anything having to do with the sea, from surfing to scuba diving to sailing, and loves offshore passages. She is PADI Rescue Diver certified and holds an IYT Master of Yatchs Offshore with commercial endorsement.

Megan Evans – Deckhand

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Megan was born and raised in Wales, UK and was on the water from a young age. The marine and coastal environment has played a huge part in her life learning to sail at age 7 she took that onto compete internationally representing Wales and Great Britain. Megan is a qualified sailing instructor having worked at home and in the UAE and spends most free time surfing, wake boarding and windsurfing. Recently graduating with a Bachelor of Science in Geography and Environmental Management from the University of the West of England Megan is now keen to take this onto a career in marine research and conservation to help protect the environment she is most passionate about to ensure irreversible damage is not done.


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February 24:   Guest crew will join Sea Dragon in Key West at 1400. Everyone will have an opportunity to settle into the yacht, and put away their personal belongings. The captain and first mate will give crew a safety and expedition briefing, followed by basic safety training, as well as some brief practice on the use of the sextant.  After an evening meal, the crew will retire and sleep on Sea Dragon for the night.

February 25:  After Clearing Customs, Sea Dragon will depart Key West and head out to sea.

February 26-March 2:  Underway at Sea

March 3:  Sea Dragon will arrive in Boca Chica, DR, and clear Customs & Immigration

March 4:  Crew will be able to leave the boat by 0900


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All crew members will require a passport from their home country that will allow them to travel to both the Dominican Republic and the United States.  There may be specific requirements for individuals from countries outside of North America. For specific visa information visit both   and


Contribution Includes:

– 8 nights accommodation on Sea Dragon

– All meals, snacks and drinks on board

– Sailing Instruction

– Training and Education covered in the syllabus

– Safety equipment and foul weather gear

Contribution does not include:

– Transportation to Key West and from the Dominican Republic

– Transportation to and from the boat

– Additional nights spent ashore

-Personal expense while in port


Kit List
Please see our Travel Kit List.