Next Regatta – Sat, Jan 25 to Sat, Feb 1, 2025 (we encourage you to stay in the BVIs until Sun Feb 2!)
Register Here
See the Current Skippers & Crew for 2025
Every winter, Manhattan Yacht Club teams up with Manhattan Sailing School to organize an incredible week-long sailing vacation. This is fun, sun and sailing like you have never seen it before.
We go in the deepest and darkest part of the winter, when New York City is the coldest and you really need the warmth and sunshine of the Caribbean! This will be the greatest sailing vacation of your life!
We all fly down to the British Virgin Islands which is the best cruising ground in the world. Then we charter beautiful boats from Moorings, Sunsail and other companies.
Every day, we sail from island to island, visiting all the great beaches, shops, restaurants and bars. Every evening, we come together for parties and a super celebration of life!
The entry fee to participate in De Caribbean Regatta ranges from $1,500 to $2,200 per person, depending on the type of boat your skipper selects. The entry fee covers the boat (i.e. your floating hotel). Food, drinks and airfare are additional.
This event is only open to Manhattan Yacht Club members and Manhattan Sailing School graduates. This is how we attract a super great group of people. Members and graduates can bring a friend. So if you want to invite someone special to join you on this trip, go ahead.
For students interested in getting next level certifications, our sailing instructors also teach Basic Coastal Cruising 103, Bareboat Chartering 104 and Cruising Catamaran 114 during this trip.
Enough reading. Let’s eyes decide. Below are some videos from De Caribbean Regatta 2024.
