What we’re about
Welcome Solo Women Travelers!
We're so happy you found us!
This special group is for all the women who love to travel, are perhaps comfortable traveling on their own, but wouldn't mind sharing the journey with other women travelers, after all, we can learn so much from each other and inspire one another.
While I specialize in organizing private sailing charters in destinations around the world, I am so open to land based travel as well. Our sailing charters are often all women sails. We have a BLAST exploring on a floating luxury home. Did I mention, it's quite affordable? If you would like to see some of the places we go and learn more, sign up for our newsletter here: www.joyridecharters.com While I offer summer sailing charters out of Westbrook CT I host sailing charters around the world. You don't have to be local! We meet in far corners of the globe.
We're looking for additional event hosts for meet and greets in the New York area. Are you available? Please message me!
Warmly,
Joy Sherman
“Travel far enough, you meet yourself.”
Upcoming events
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BVI sail Solo or by the cabin. 2 boats. 2 cabins left!
Nanny CAY, Waterfront Dr, Tortola, VGThis sail is very popular. Solo travelers welcome! We're going at an excellent time of year for guaranteed winds and FUN!
Why BVI? Renowned for its "Christmas Winds" and unparalleled beauty, the BVI is a top global destination for sailors.
Explore these enchanting islands as nature intended – by sailboat.
Who's Invited? Whether you're a couple, solo traveler, or joining with friends, all are welcome! Secure your spot now – bookings are filling up fast, especially for groups.
What to Expect: Discover camaraderie with like-minded sailors as we sail, learn, explore, cook, and unwind together. Our spacious, comfortable catamarans offer ample room to relax and enjoy the journey. If you are looking to learn more about sailing, and running a yacht, this trip is also for you.
Culinary Delights: Enjoy breakfasts aboard, some lunches, and dinners depending on our stops. Many destinations feature charming waterfront and beachside restaurants for you to explore at your leisure.
Our Stops: Discover the charm of places like quaint Cooper Island with its excellent waterfront dining, the iconic Jost van Dyke, picturesque Little Jost, scenic Virgin Gorda, lively Trellis Bay, the famous Pirates Bight bar on Norman Island, and the esteemed Bitter End Yacht Club. Saba Rock and more await you!
Activities: Bring your water toys! Frequent swim stops allow you to play in the water - perfect for relaxation and exploration. Snorkeling gear is provided for underwater adventures.
All Are Welcome: No sailing experience required! Whether you prefer to relax or refine your sailing skills, Captain Joy ensures a safe and enjoyable journey. Join us with friends, family, or solo – everyone may contribute to sailing. Everyone shares a couple of meal preparations (with help from your crew), and keeping the boat clean.
Come with a friend, family or by yourself.
Must be able to enter and exit rubber dinghy.
50'catamaran - $3450 per person based on double occupancy.
One inner single cabin left! $4400.
Here is what is included:
Professional Captain
7 night accommodations on board.
Breakfasts, most lunches or dinners (depending on where we stop)
Paddleboard
Safety, Navigational Aids
Galley Equipment
Bed Linens and towels
Basic Paper Products and Essentials
End Cleaning
Dock and Port Fees and boat Taxes
Vessel insurance
Damage Waiver Insurance
BVI cruising taxes
Boat kitty for ice, mooring balls and other boat expenses.
Prices DO NOT INCLUDE:
Airfare
Land accommodations
Personal Travel Insurance (recommended)
Meals in restaurants
Provisioning of specialty foods and alcohol
Additional land excursions
Fly directly into St Thomas STT (ferry to Roadtown) or Beef Island in EIS (no ferry necessary)
Message or text Capt. Joy with any questions 203 530 5037 or to obtain registration form.
NOTE - signing up here does not ensure a spot. You MUST fill out forms.
Read more here! https://www.joyridecharters.com/british-virgin-islands-2026
Reach out directly for more info and reg forms.
Capt. Joy
203 530 50371 attendee
Sailing Adventure through the Saronic Gulf Islands
Alimos Marina, Alimos port, Athens, GRGreece always delivers—every time.
It’s become a staple destination for Joyride Charters, and this trip is consistently our most popular. We sail at the start of high season when the islands are lively but not overcrowded, the waters are warm, and the energy is incredible.
This is not your average sailing week.
Many tours are already included in the price—your winery visit, bee farm experience, olive oil history tour, plus transportation and little Greek goodies to bring home.
⚓ Perfect for Solo Travelers, Couples, and Over-50 Adventurers
Whether you're coming solo, with a friend, as a couple, or looking for your next “new chapter” adventure—you’ll fit right in.
- Solo travelers are matched same-sex in cabins (or upgrade to a private cabin).
- Couples get the privacy and romance of their own en-suite cabin.
- Travelers 50+ love the stability and comfort of the catamaran, cultural depth and the built-in friendship of small-group travel.
⚓ What Makes the Saronic Gulf So Special
Sailing out of Alimos Marina in Athens is the perfect gateway to the Saronic Islands:
- Aegina for pistachios, temples, and seaside cafés
- Spetses with its elegant old harbor and horse-drawn carriages
- Hydra, the island with no cars—only magic
- Poros, lined with boats, bakeries, and bougainvillea
- Epidaurus, home to the ancient theater and lush views of the Peloponnese
You can explore on foot, rent an e-bike or 4-wheeler (optional), or wander the shops, markets, and waterfront promenades.
⚓ Life Aboard
We sail on large, spacious catamarans—super comfortable, stable, and airy.
Every cabin is a private double with its own bathroom, USB and 110 outlets
Each boat has a captain and a hostess/host, and breakfasts and lunches are freshly prepared onboard.
Dinners are ashore so we can savor the world-class Greek cuisine and sit cliffside for sunset.
⚓ A Trip for Every Kind of Traveler
You don’t need any experience—just curiosity and a sense of adventure.
You can relax with a book in the shade, float in crystal-clear coves, or hone your sailing skills if you want to learn more.
Guests form life-long friendships on these trips—it’s part of the magic of small-group sailing.
Come with family, bring a friend, or come entirely on your own.
Everyone is welcome.
Come with a friend, family or by yourself. All welcome. (singles will be matched with same sex in cabin or choose private cabin)
List price $3725 per person based on double occ. Double cabin as single is available.
Here is what is included:
- Professional Captain
- 7 night accommodations on board.
- Hostess/cook
- Greek inspired breakfasts and lunches
- Welcome Dinner
- NEW! Transportation and entry fees to Epivadaros, Temple of Apheia, winery, bee farm.
- NEW! Jar of honey and bag of fresh pistachios to take home!
- Paddleboard
- Safety, Navigational Aids
- Galley Equipment
- Bed Linens and towels
- Basic Paper Products and Essentials
- End Cleaning
- Dock and Port Fees and boat Taxes
- Vessel insurance
- Damage Waiver Insurance
- Greece cruising taxes
- Boat kitty for ice, docking, and other boat expenses along the way.
Prices DO NOT INCLUDE:
- Airfare
- Land accommodations
- Personal Travel Insurance (recommended)
- Meals in restaurants (except Welcome dinner)
- Provisioning of specialty foods and alcohol
- https://www.joyridecharters.com/copy-of-greece-2026
Additional land excursions
Fly directly into Athens. Cab ride to vessel or come a few days early and explore Athens! We have lots of info on where to stay and what to do, to do this on your own.
Message or text Capt. Joy to arrange a phone call with your questions 203 530 5037
NOTE - signing up here does not guarantee your spot. Reach out to Joy for the necessary documents.1 attendee
Past events
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