Sailing Adventure through the Saronic Gulf
May 8-15 2027

Sail Greece in May

May is one of the most beautiful times to experience Greece. The islands are lush, wildflowers cover the hillsides, the weather is warm, and the summer crowds have not yet arrived.

This is Greece at a relaxed pace: colorful harbors, seaside tavernas, local markets, swimming coves, and long golden evenings on the water.

Aboard a spacious 50-foot luxury catamaran, we’ll sail the Saronic Gulf, including Aegina, Spetses, Hydra, Poros, and more. Along the way, you’ll taste world-famous Aegina pistachios, local olive oil, thyme honey, fresh seafood, and regional wines while exploring ancient sites, charming villages, and unforgettable anchorages.

This journey is designed for solo travelers, couples, and friends who enjoy good food, genuine connections, and discovering Greece beyond the typical tourist route.

You bring your adventurous spirit. We’ll take care of the rest.

Pricing

Shared Double Cabin en suite
$3,995 per person

Private Double Cabin as single en suite
$5,795 (Limited availability)

🌺 Handpicked Experiences Included

Your trip price includes nearly all onshore experiences and extras:
✅ Entry and roundtrip transport to the Epidaurus Amphitheater and ancient healing sanctuary (UNESCO site)
✅ Entry to the Temple of Aphaia on Aegina with scenic transport
✅ Bee farm visit with honey tastings, cheeses, bread, and a complimentary honey jar
✅ Bag of famous Aegina pistachios to take home
✅ Guided winery tour and tasting at Andreou Winery, including transport
✅ Welcome dinner at Aegina Yacht Club overlooking the harbor
✅ Ferry fare between select islands or excursions when applicable
✅ All breakfasts and lunches aboard, plus all harbor fees and taxes

You just bring your adventurous spirit — everything else is taken care of.

The Joyride Difference

A destination is only part of the journey. The people you travel with—and the way you experience a place—make all the difference.

For more than 20 years, Joyride Charters has been creating small-group sailing vacations that are relaxed, welcoming, and thoughtfully planned. Rather than rushing from one attraction to the next, you'll have time to swim in quiet coves, wander charming villages, enjoy leisurely meals ashore, and experience each destination at the pace of the sea.

Every trip is personally hosted by Captain Joy, with carefully chosen local experiences, comfortable luxury catamarans, and a friendly atmosphere that's ideal for solo travelers, couples, and friends alike.

What You Can Expect

Small groups for a more personal experience
Spacious catamarans with private en suite cabins
Breakfasts and lunches aboard, dinners in authentic local restaurants
Handpicked cultural experiences and hidden gems
Plenty of time to sail, swim, explore, or simply relax
A welcoming environment where many guests arrive solo and leave with new friends

Whether it's your first sailing vacation or your fifth, you'll quickly settle into life on the water and discover why so many guests return to travel with Joyride Charters again.

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.

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🧭 Detailed Itinerary – May 2027 (subject to change)

Day 1: Athens to Aegina
Welcome aboard! Settle into your floating home for the week with a welcome drink and safety briefing before setting sail to nearby Aegina Town.
Evening: Stroll the charming harborfront lined with cafés and shops. Aegina is famous for its pistachios — don’t miss the pistachio pesto, brittle, and ice cream!
Dinner included: Our welcome feast at Aegina Yacht Club pairs fresh seafood and grilled meats with a glorious sunset over the water.

Day 2: Aegina to Ermioni
Morning: Leisurely breakfast aboard as we sail toward Ermioni, stopping for a swim in a quiet bay.
Afternoon: Dock in the postcard-perfect harbor of Ermioni. Walk around the pine-shaded peninsula and lighthouse, iced espresso in hand.
Dinner: Tzieris Taverna, a beloved family-run spot serving local specialties and seafood.
Included experience: The next morning, visit one of the region’s oldest bee farms, sampling thyme and pine honeys, cheeses, and fresh bread — plus a little jar to take home.

Day 3: Ermioni to Spetses
Morning: Early sail to Spetses with a midday swim and lunch on board.
Afternoon: E-bike through pine forests and historic olive groves, or relax at a harborside café.
Dinner: Mourayo Restaurant, set in a 19th-century stone building that once stored munitions during the Greek War of Independence — now a haven for elegant Greek cuisine.

Day 4: Spetses to Hydra
Morning: Breakfast aboard, then sail to car-free, donkey-loving Hydra.
Afternoon: Wander Hydra's winding stone lanes, climb to breathtaking panoramic viewpoints overlooking the harbor and the Aegean, then relax on the waterfront with a refreshing caffè freddo.
Evening: Drinks at Sunset Bar, followed by dinner at Douskos Taverna — family-run since the 1800s under the same olive tree where Leonard Cohen once sang.

Day 5: Hydra to Poros
Morning: Cruise toward Poros with a swim stop along the way.
Afternoon: Visit the Poros Olive Oil Press Museum and nearby bee farm.
Dinner: Oasis Taverna, famous for fresh seafood and dishes prepared with estate-pressed olive oil.

Day 6: Poros & Epidaurus
Morning: Free time for a stroll through Poros Town or a climb to the clock tower.
Midday: Visit the breathtaking Epidaurus Amphitheater and ancient healing sanctuary — a UNESCO World Heritage Site.
Afternoon: Guided tasting at Andreou Winery, pairing fine local wines with artisanal cheeses.
Evening: Return to Poros for a relaxed evening aboard or on shore.

Day 7: Poros to Aegina & Return to Athens
Morning: Sail leisurely back toward Alimos Marina.
Afternoon: Stop at Agia Marina, Aegina for a visit to the Temple of Aphaia, a jewel of ancient Greek architecture.
Evening: Return to Alimos.
Optional excursion: Group sunset dinner at Cape Sounion’s Temple of Poseidon (weather and group vote permitting).

Day 8: Farewell
Morning: Coffee, hugs, and farewells to our fantastic skipper Babis and our beloved catamaran home.

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Included:

Professional Captain
7 night accommodations on board & WIFI
Hostess/cook
Greek inspired breakfasts and lunches
Welcome Dinner
Transportation and entry fees to Epivadaros, Temple of Apheia, winery, bee farm.
Jar of honey and bag of fresh pistachios to take home!
Paddle-board
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.