What we're about

Hello! I'm a yacht captain who organizes sailing charters all around the world! I have a great following and have organized over 25 charters.

I just took over this meetup and while cruising is terrific, cruising on a private yacht is FANTASTIC!

Though we are located in Connecticut, we offer opportunities for travel via private yachts all over the world with professional captain(s).
You do not have to have sailing/boating experience!
Spots are sold by the cabin or as a single.
We venture to places like Greece, Grenadines, Cuba, British Virgin Islands, Croatia, Bahamas.
Interested in learning more about sailing? Would you like to take the helm? Would you like to sit back, relax, read a book while the coast goes by? All of it is ok! All we ask is you bring your curiosity and laughter aboard.
Again, you do not have to be local to participate. Our sails originate all over the world.

If you ARE LOCAL, I offer day sails out of Westbrook CT during the summers at significant savings at my other meetup Sailing Travel Collective (which I encourage you to join to stay up to date on sails - https://www.meetup.com/Sailing-Travel-Collective/

Stay safe.

I look forward to seeing you on the water.

Captain Joy Sherman

Upcoming events (1)

British Virgin Islands 10 day sail! October 2021 (2nd boat)

Bye Bye Covid! Flex booking.
The first boat sold out in a week.
Believe it, you can find yourself sailing in the Caribbean, this October!
Our boats will sail in tandem.

Your home for the week is a brand new 47' monohull, with lots of space.
Step aboard October 21st. Sleep aboard at dock. The next day, after the inspection and briefing, we will be off sailing! Stops include places like Cooper Island, Jost van Dyke, Little Jost, Virgin Gorda, Trellis Bay, Norman Island to name a few.
Explore these islands as they were meant to be explored, by sailboat.

Sit back and relax or get involved in sailing. No experience necessary, just a thirst for adventure and exploring all these islands have to offer, is all that's required. Of course we love people eager to learn and would really appreciate it!

Come with a friend, family or by yourself. All welcome. (singles will be matched with same sex in cabin or choose private cabin)

$1900 per person based on double occ. Single cabin $2200

Here is what is included:

9 night accommodations on board.
Breakfasts, some lunches and dinners aboard
Safety, Navigational Aids
Galley Equipment
Bed Linens and towels
Basic Paper Products and Essentials
End Cleaning
Dock and Port Fees and boat Taxes
Parks permits for BVI
Cruising permits for BVI
Vessel insurance
Damage Waiver Insurance

Boat kitty $150 for moorings, dockage
Land accommodations
Personal Travel Insurance (recommended)
Meals in restaurants
Provisioning – specialty foods and alcohol
Additional land excursions
Snorkel gear
Flying into STT instead of Roadtown, better connections. Ferry to Roadtown and cab to boat. Easy!

Message me or text Capt. Joy with any questions[masked] or to obtain registration form.

Past events (3)

Enter to Win a 7-NIGHT GETAWAY

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Photos (10)