Boats, Skippers and Crew – Jan 2027

This will be the greatest sailing vacation of your life!  Below is a list of boats, skippers and crew which are being formed up for January 2025. Go ahead and register to get started. The deposit is refundable if you do not get on a boat. Once you are registered, then you can decide which boat you would like to join and start speaking with the skippers.
Interested Crew:
Carmenza Minotta
Marco Antonio Farina Sansone
Sridhar Gundrothu
Vincent Greiber
Michael Pfeiffer
Tonya Chen
Jessie Chen
Barak Michaelis

Boat 1 – Sea Dreams – SOLD OUT!!

Offering ASA certifications for 103, 104 & 114. – SOLD OUT!!

Do you dream of skippering your own Caribbean charter? You only live once. Do what you love. With Sara’s boat you can count on an adventure, a chance to seriously up your sailing skills, and a great escape from winter in the cold city. Sea Dreams is a teaching boat offering ASA’s Basic Coastal Cruising (103), Bareboat Cruising (104) and Catamaran Cruising (114). “I’ve had a number of students pursue this dream, and now they are chartering boats all over the world.”

Boat: Moorings 5000 Cat 5 cabin
1. Skipper: Sara Burke
2. Graham Parker (104 & 114)
3. Waverly Johnston (103 & 104)
4. Othmane Rifki (104 & 114)
5. Claus Melarti (104 & 114)
6. Lourdes Melarti (104 & 114)
7. Kenny Cousins (104, maybe 114)
8. Rifat Asa (104 & 114)
9. Sima Asa (103, 104 & 114)
10. Andrea Jacobs (104, 114)
11. Dom Busnelli (103 & 114)

Boat 2 – Knot so Fast 

Crew hoping to experience MYC’s famous regatta while escaping what is expected to be a harsh NYC winter!! We will sail, relax, eat and be merry!

Boat: TBD
1. Scott Crow
2. Maureen Crow
3. Matt Wiley
4. James Alex
5. Stephanie Fang
6. Giovanni Martini
7. Simone Pietro Martini
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Boat 3 – Painkiller Express

Embark on an unforgettable journey through the turquoise waters of the British Virgin Islands on a 50-foot luxury catamaran, surrounded by friends from the Manhattan Yacht Club. From coral reefs to iconic beach bars, this voyage celebrates freedom, friendship and magic. At the helm is a seasoned skipper who is now on his sixth BVI expedition. With his unmatched local knowledge and professional sailing expertise, he will take you to the region’s most breathtaking hidden spots — places known only to those who have truly mastered these waters. Whether you’re here to sail, unwind, explore or celebrate, this sailing trip promises camaraderie, discovery and memories that only the De Caribbean Regatta can provide.

Boat: Moorings 5000 Cat 4 cabin
1. Skipper: Thomas Helck
2. Kay Stiller
3. Isa Kittel
4. Sebastian Lins
5. Sandra Lins
6. Andrea Szabo-Kelly
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Boat 4 – Sailing & Sundowners

Offering ASA certifications for 103, 104 & 114.

The name says it all. We like to sail hard and play hard. Take your sailing skills to the next level while having a blast. Anne’s has been developing the next generation of badass sailors for over 20 years, and she’s back for her eighth year at Caribbean Week. If you ask her how last year went, she’ll tell you the truth: what happens in the Caribbean stays in the Caribbean. This is a teaching boat and Anne will be offering 103, 104 and 114.

Boat: TBD
1. Skipper: Anne Popilizio
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Boat 5 – Sleighride

Offering ASA certifications for 103.

Boat: TBD
1. Skipper: Riley Viens
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Boat 6 – Momentum 

Momentum is about embracing the cruising lifestyle, and Sailing through the British Virgin Islands offers an unparalleled cruising opportunity. Turquoise waters, hidden coves, and local island establishments combine to create a breathtaking paradise for adventure and relaxation. A typical day might begin with a healthy breakfast, followed by an exciting sail to the next anchorage, a quick dingy ride to a snorkel location, a stunning sunset and finally dining right on the water.

Boat: Moorings TBD
1. Evan Spielberg
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Boat 7 – Terrapin

Offering ASA certifications for 103 & 104.

Come for the sailing, stay for the curated playlists. Terrapin is Caribbean blue water, morning coffee on deck, team sailing, afternoon snorkeling, sunset cocktails, family dinners, and evening dance parties. Early starts, long afternoons: we’ll cover the miles before the coffee gets cold, then explore at our chosen speed. We’ll teach, we’ll tinker, and we’ll get a little lost on purpose. No experience required, just a good attitude, a learning spirit, and a taste for adventure. Will be offering ASA 103 and 104 on a Monohull.

Boat: Monohull TBD
1. Brian Weber
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Boat 8 – Seas the Day

January looks better from the water. Join skipper Boris Brownstein aboard Seas the Day for a week of Caribbean sailing, island-hopping and good company. Whether you’re an experienced sailor or still finding your sea legs, there’s a place for you in the crew. Boris is an MYC Fleet Captain who enjoys helping people learn, get involved and feel at home on the water. Bring curiosity, good humor and a willingness to pitch in. The boat is called Seas the Day. Consider it the plan.

Boat: TBD
1. Boris Brownstein
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Boat 9 – Thiasos

Thiasos offers classic BVI sailing with a lively crew. Days center on good sailing, island exploration, and easy evenings ashore. Ideal for those who enjoy both time on the water and the energy of a younger group.

Boat: TBD
1. Monty Fortenbaugh
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The Historical Archive

De Caribbean Regatta was first started in January 2001!
2025 Boats, Skipper & Crew
2024 Boats, Skippers & Crew
2023 Boats, Skippers & Crew
2022 Boats, Skippers & Crew
2019 Boats, Skippers & Crew
2018 Boats, Skippers & Crew
2017 Boats, Skippers & Crew

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