What we’re about
Welcome! I'm glad you're here.
Imagine traveling the world on a private yacht, with a professional captain to guide you through the journey. Even if you have no experience sailing or boating, this opportunity is available to you. Spots are sold by cabin or as a single, so you can join in on the adventure no matter your group size.
Explore beautiful destinations like Greece, Grenadines, Cuba, British Virgin Islands, Croatia, and Bahamas, all while learning about sailing and taking the helm if you desire. Or simply relax and enjoy the scenery as you cruise through the waters. With sails originating from all over the world, there's no limit to where you can go. Bring your curiosity and laughter aboard and let the journey begin.
Captain Joy
Upcoming events (4+)
See all- Sailing the British Virgin Islands - informational ZOOM session, FREENeeds location
🧭 Join Us on a Zoom Info Session
Sailing the British Virgin Islands with Captain Joy
📅 Date: August 4, 2025 7pm | 📍 Online (Zoom)
RSVP to receive the link: https://us02web.zoom.us/meeting/register/bEVlbZy4SYOvncP9Ahu_tQ
🌴 Why the BVI?
The British Virgin Islands are a sailor’s dream – warm turquoise waters, steady “Christmas Winds,” and an endless string of postcard-perfect islands. It’s one of the top sailing destinations in the world, and there’s no better way to explore it than by catamaran.
⛵ Why Book Now?
This trip is very popular – and booking early gives us the best boats! Reserve your spot now while cabins are still available, especially if you’re joining as a couple or group.***
👫 Who's Invited?
Solo travelers, couples, friends, and families — all are welcome aboard! Whether you’ve never set foot on a sailboat or you’re dreaming of skippering your own yacht one day, this trip offers something for everyone.
🛥️ What to Expect- Sail and explore aboard spacious, comfortable 50’ catamarans with all the comforts.
- Learn the ropes or simply relax with like-minded travelers
- Enjoy camaraderie, snorkeling, and sunsets
No experience needed — just a sense of adventure!
***
🍽️ Food & Dining
- Fresh breakfasts on board each day prepared by private chef.
- Casual lunches or dinners, onboard or at beachside restaurants
- Enjoy iconic spots like Cooper Island Beach Club, Pirates Bight, Saba Rock, and more
***
🌊 Island Highlights
- Jost Van Dyke – Sip a Painkiller at Soggy Dollar
- Virgin Gorda – Snorkel The Baths or visit Bitter End Yacht Club
- Norman Island – Dive into pirate lore and gorgeous waters
- Little Jost, Trellis Bay, Cooper Island, Saba Rock – Each with their own magic
***
🏖️ Activities
Swim, snorkel, paddleboard, hikes or simply soak up the sun. Bring your water toys — and your curiosity!***
💬 Learn More at the Zoom
We’ll cover:
• Sample itinerary
• What’s included
• How to get there
• What to pack
• FAQs from past sailors
• The history behind the Painkiller
Special offer for zoom attendees!
Let’s make this your next unforgettable sailing adventure.
🧭 RSVP now: https://us02web.zoom.us/meeting/register/bEVlbZy4SYOvncP9Ahu_tQ
📞 Questions? Call/text Captain Joy at 203-530-5037
🌐 More info: https://www.joyridecharters.com
https://www.joyridecharters.com/british-virgin-islands-2026 - Sailing Adventure through the Saronic Gulf: Olives & GastronomyAlimos Marina, Άλιμος
Greece ALWAYS delivers. We're going back. This trip is our most popular. All NEW - we're going in October, the crowds have gone and the water is warm! Included in the pricing are some tours, transportation to them, winery, bee farm and olive oil history tour and goodies to take home!
All boats include captains and hostess/host who prepares breakfasts and lunches. Dinners are ashore so we can sample the fantastic cuisine of Greece.
The Saronic Gulf is a favorite sailing destination. Sailing from Alimos Marina (Athens) is a perfect way to discover these islands. We visit the Aegina, Spetses, and Hydra, including Epidaurus on the Peloponnese and Poros. Explore each stop with an e bike or 4 wheeler (extra charge) or your two feet!
We stop each afternoon for enough time to explore the quaint seaside towns, shop and dine in some of the best restaurants in the world! Sit along a seaside cliff restaurant and watch a beautiful sunset.
We sail on large catamarans with plenty of space and super comfortable. All cabins are private doubles with their own bathrooms (heads).
No experience necessary! Sit back and relax or hone in on your sailing skills. We make life-long friends on these sails.
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 $3525 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/greece-olives-sail-2025
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.
