About us
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
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Sailing Adventure through the Saronic Gulf Islands
Alimos Marina, Μαρίνα Αλίμου, Άλιμος, 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.9 attendees
Guadeloupe - The French Caribbean
Guadeloupe, 3 porte de la marina, Marina, Pointe-à-Pitre 97110, Guadeloupe, GPGuadeloupe is not your typical Caribbean destination. It’s a French Caribbean archipelago where European elegance meets lush, tropical beauty. Shaped like a butterfly, the islands offer dramatic rainforest-covered mountains on one side and sun-drenched beaches on the other — all surrounded by warm, clear water.
Sailing here feels exotic and comfortably familiar at the same time. You’ll find French bakeries in the morning, vibrant Creole markets by day, and elegant French-Caribbean dinners by night. It’s authentic, layered, and refreshingly unpolished.
Why Guadeloupe?
This far south in the Leeward Islands, life moves differently. Slower. More grounded. Less rushed and less commercial than many Caribbean destinations. Guests often say they feel a shift — fewer crowds, deeper culture, richer experiences, and the true rhythm of island life.
Nature is the real star here. Towering rainforests, waterfalls, volcanic landscapes, marine reserves, coral reefs, and protected anchorages make it one of the most diverse sailing grounds in the Caribbean.
And we experience it properly — by sea.
What Makes This Charter Different
This is not a marina-hopping trip. We will enjoy longer, unrushed sailing days and spend most nights anchored or on moorings in calm, protected bays.
Anchoring means:
• Swimming right off the boat
• Peaceful evenings under the stars
• Quiet mornings with coffee on deck
• Avoiding crowded harbors and marina noise
When marinas make sense, we use them. Otherwise, we live the true sailing rhythm.
No sailing experience is required. You can relax completely or participate as much as you’d like.
Sample Highlights of the 8-Day Itinerary
Day 1 – Arrival in Grande-Terre
Settle aboard at Marina Bas-du-Fort, provision nearby, optional sunset dinghy ride, dinner ashore.
Day 2–3 – Les Saintes
Sail to one of the most beautiful bays in the Caribbean. Explore Terre-de-Haut village, visit Fort Napoléon, beach time at Plage de Pompierre, snorkel, sunset apéros.
Day 4 – Basse-Terre Nature Coast
Snorkel at the Réserve Cousteau. Optional rum distillery visit.
Day 5 – Volcano & Rainforest Excursion
Drive through lush rainforest, explore La Soufrière volcano zone, optional waterfall visit. Return to peaceful anchorage.
Day 6 – Deshaies
Visit the botanical gardens, relaxed French-Caribbean village atmosphere, excellent dining ashore.
Day 7 – Return Sail
Final sail along the leeward coast. Farewell dinner near Pointe-à-Pitre.
Day 8 – Departure
Breakfast aboard and optional market visit before flights.
Investment
$3,950 per person — shared double cabin with private head
$6,200 — private double cabin as a single (limited availability)
Included:
Professional Captain & Hostess
8 nights onboard accommodations
Daily breakfasts and most lunches
Select dinners
Snorkel gear & paddleboard
Dock fees, port taxes, cleaning, insurance
Not Included:
Airfare
Travel insurance
Restaurant meals
Specialty alcohol
Optional land excursions
Guests must be comfortable boarding a dinghy.
This trip is ideal for solo travelers, couples, and adventurous, curious adults who want to experience the Caribbean differently — not from a resort balcony, but from the water.
If you’ve been craving something immersive, beautiful, and a little off the beaten path — this is it.
NOTE - signing up here does not ensure you a spot.
Message for full details or to reserve your cabin.
Visit our website link here -
https://www.joyridecharters.com/guadeloupe-sail
Meet Captain Joy
Captain Joy has logged thousands of miles at sea and has been leading sailing adventures around the world for years — but she still gets excited every time the sails go up.
She’s a U.S. Coast Guard Master Captain with serious experience… and a not-so-serious love of sunset anchorages, fresh baguettes, and finding the perfect swim spot. Guests often say they feel completely at ease onboard — like they’re traveling with a capable friend who just happens to know exactly what she’s doing.
If you’ve never sailed before, you’ll feel supported. If you have, you’ll appreciate the quiet confidence at the helm. Either way, you’re in very good hands.1 attendee
Past events
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