Edison Fong
Boat 1 – Sea Dreams – SOLD OUT!!
Offering ASA certifications for 103, 104 & 114.
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 4500 catamaran – SOLD OUT!
Entry Fee: $2,181 per person
1. Skipper: Sara Burke
2. Angie Noll
3. David Litterine-Kaufman
4. Marc Rothman
5. Kevin Dome
6. Nicholas Sundin
7. Swag Tripathy
8. Gabriel Downs
9. Jerry Myint
10. Kate Hickey
Boat 2 – Sailing & Sundowners – SOLD OUT!
Offering ASA certifications for 103, 104 & 114.
The name says it all. We like to sail hard and party hard. Take your sailing skills to the next level while perfecting your Dark & Stormy technique. We’ll be doing the 103 and 104 classes. Anne’s has been developing the next generation of badass sailors for over 15 years, and she’s back for her sixth 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: Moorings 5000 catamaran
Entry Fee: $2,181
1. Skipper: Anne Popilizio
2. Jon Dennis Regier
3. Tyler Nebel
4. Hannah Hume
5. Daniel Mottola
6. Fu Xin Keller
7. Sheridan Keller
8. Pauline Oostdyk
Boat 3 – Painkiller Express – SOLD OUT!!
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 is a celebration of freedom, friendship, and magic. At the helm is a seasoned skipper who is now on his fifth BVI expedition. With his unmatched local knowledge and professional sailing expertise, he will lead 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 only the De Caribbean Regatta can provide.
Boat: Moorings 5000 club catamaran
Entry Fee: TBD
1. Skipper: Thomas Helck
2. Dr. Michael Hördt
3. Michael Abate
4. Angela Abate
5. Robert Kelly
6. Dr. Sebastian Lins
7. Mark Bärthel
8. Tamara (Tami) Lashchyk
Boat 4 – Gone Troppo – SOLD OUT!!
Yacht description: “Recreating Responsibility.”
Boat: Moorings 5000 club catamaran
Entry Fee: TBD
1. Skipper: Jesse Weeks
2. Dudley Ryan
3. Dan Crabbe
4. Nick van Nispen
5. Agusta Patton
6. Rain Rosenfeld
7. Summer Rosenfeld
8. Manuela Witt
9. Shannon Eaves
Boat 5 – Yacht Sauce
Bring the chill vibes, ditch the chilly weather. Life aboard Yacht Sauce includes sail time, dinghy trips, sea shanties, and rum for breakfast. Whether you’re a salty sailor or an enthusiastic first-timer, you’ll have a ton of fun with us. Culinary, mixology, and social skills highly appreciated!
Boat: Moorings catamaran 4500
Entry Fee: $TBD
1. Skipper: Nick Freymuth
2. Lisa Baude
3. Pauline Guenard
4. Jason Hu
5.
Boat 6 – Sleighride – SOLD OUT!
Offering ASA certifications for 103.
Boat: TBD
Entry Fee: TBD
1. Skipper: Riley Viens
2. Krysti Vo
3. Bruce Esrig
4. Joe Starr
5. John Starr
6. Nicholas Contino
Boat 7 – Momentum – SOLD OUT!!
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
Entry Fee: TBD
1. Evan Spielberg
2. Grace Van Vooren
3. Ruth Ingram
4. Greg West
5. Andy Bowman
6. Andrea Szabo-Kelly
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