Boat 1 – Sailing & Sundowners
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: $2,180 pp
1. Skipper: Anne Popilizio
2.
Boat 2 – Sea Dreams
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 catamaran
Entry Fee: $2,180 pp
1. Skipper: Sara Burke
2. Alexey Glebov
3. Yana Glebov
4.
Boat 3 – Sail la Vie!
Let’s count the ways we can improve your New York winter…
- Trade the concrete jungle for crystal-clear waters and unspoiled beaches.
- Escape the city’s relentless pace for sipping a painkiller at the soggy dollar.
- Replace the daily grind with vibrant coral reefs and stunning marine life.
- Swap out crowded subways for open seas.
This is your sign to escape New York cold winter for the beautiful BVIs. Join me for shenanigans on and off the water and enjoy all that the islands have to offer!
Boat: 52 Monohull TBD
Entry Fee: TBD
1. Skipper: Barbara Marcoz
2. Andrew Dubel
3.
Boat 4 – The Flagship
The Flagship will be leading this regatta again under the guidance of Commodore Michael Fortenbaugh. He is the founder of De Caribbean Regatta and has done more, and seen more, than any other sailors in this event. Michael leads his crew to all the best places and has unique insights on how to relax, unwind and really have a great time. As the Flagship, we also have duties which include hosting morning skippers’ meetings, keeping an eye on our fleet and sailors, providing advice to other skippers, encouraging everyone to reach their greatest potential and spirit during the trip and helping to bring everyone together as a happy and welcoming community. Manhattan Yacht Club style!
Boat: Moorings 5000 catamaran
Entry Fee: TBD
1. Skipper: Commodore Michael Fortenbaugh
2. Sarah Raymond
3. Jim Cavanaugh
4. Wilson Kimball
5.
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 TBD
Entry Fee: TBD
1. Skipper: Nick Freymuth
2.
Boat 6 – Team Squid
Set sail with a modern 52 foot monohull sailboat on the crystal-clear waters of the British Virgin Islands for the trip of a lifetime! Whether you’re an experienced sailor or a first-time adventurer, we hope to prove a BVI sailing experience that offers the perfect blend of breathtaking scenery, exhilarating activities, and non-stop fun! Imagine cruising through turquoise waters, stopping at pristine islands with hidden beaches, exploring secluded coves, and discovering vibrant coral reefs. But it’s not just about the views—it’s about the unforgettable experiences that awaits you: From lively MYC beach parties on the islands to onboard gatherings under the stars. Esther and I are passionate, experienced, knowledgeable skippers and here to guide you every step of the way. Whether you want to learn the ropes (lines 😉) of sailing, try your hand at navigating the BVI’s stunning coastline, or simply sit back and relax while we take care of the details. So, pack your sunscreen, your sense of adventure, and get ready to create memories you’ll never forget—because the BVIs are waiting, and the party starts as soon as you step aboard! Why Squid? You will need to learn the secret handshake first!
Boat: Moorings Monohull 52.4
Entry Fee: TBD
1 & 2. Skippers: Jon Gimpel and Esther Eberhart
3.
The Historical Archive
De Caribbean Regatta was first started in January 2001!
2024 Boats, Skippers & Crew
2023 Boats, Skippers & Crew
2022 Boats, Skippers & Crew
2019 Boats, Skippers & Crew
2018 Boats, Skippers & Crew
2017 Boats, Skippers & Crew