Top Dodecanese Sailing Tours

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Semi-Private Sailing Cruise to Iconic Bays (Shore-Ex Top Choice)

Escape the large tour boats and experience the Rhodes coastline in total serenity. Join us on a boutique sailing yacht for a semi-private journey limited to a small group of guests. This is not just a swim trip; it is a day of authentic sailing, premium service, and exclusive access to the island's most beautiful bays. ⚓ Quick Facts (Semi-Private Sailing) ● The Experience: Small-group sailing (Limited capacity for maximum comfort). ● Main Stops: Anthony Quinn Bay, Traganou Bay, Kalithea Springs & Caves. ● All-Inclusive Dining: Fresh Mediterranean Lunch + Chilled Local Wine, Beer, and Refreshments. ● Vessel: Modern Sailing Yacht with spacious sun decks and shaded lounge. ● Extra Perks: Snorkeling Gear & Floating Noodles. ● Hotel Pick-up: Available from Faliraki, Ialysos, Kolymbia, Lindos, Pefkos, Gennadi, Theologos. ✅ Cruise Passenger Guarantee Are you visiting Rhodes on a cruise ship? We are a Shore-Ex Favorite and specialize in accommodating passengers from all major cruise lines.

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Semi-Private Sailing Cruise to Iconic Bays (Shore-Ex Top Choice)

6 hoursFree Cancellation

4.8

(211)

from $117

Sunset Cruise in Rhodes with unlimited drinks & snacks

This relaxed evening cruise from Rhodes sails from Marina Mandraki at 5 PM, capturing the dramatic coastline under the golden light of sunset. Drop anchor at the Kalithea thermal springs for a 45-minute swim and snorkeling session, sip wine, beer, and soft drinks on board, or enjoy music and dancing. Cocktails are available for purchase. The perfect way to experience the Aegean Sea without committing to a full day on the water.

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Sunset Cruise in Rhodes with unlimited drinks & snacks

3 hoursFree Cancellation

4.9

(67)

from $41

3-Hours Sunset Catamaran Cruise with Dinner all Inclusive

3 hoursFree Cancellation

4.9

(45)

from $82

Sun & Sea 6 Hour All Inclusive Swimming Cruise with Greek BBQ & Unlimited Drinks

Sail the Aegean Sea aboard a spacious catamaran with this all-inclusive swimming cruise, departing from Mandraki Harbour. Visit three beautiful bays in Rhodes—Anthony Quinn Bay, Kallithea Springs, and Traganou Beach—while enjoying unlimited drinks and a delicious Greek barbecue with open bar. Relax in the sun, snorkel among marine life, or take in the stunning scenery for a perfect, stress-free day.

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Sun & Sea 6 Hour All Inclusive Swimming Cruise with Greek BBQ & Unlimited Drinks

6 hoursFree Cancellation

4.8

(699)

from $76

Likely to Sell Out

Kos: Small Group Full-Day Sailing Boat Trip, Meals, Drinks & Swim

Take in the beautiful Mediterranean ocean and views from a boat with swim and snorkeling stops along the way. Taste locally-made Greek dishes at lunchtime, served on board by your crew. Return to Kos Harbor in the afternoon. Begin your adventure with a welcome morning treat and a briefing. Onboard instructions will be provided by the crew and they will be happy to accommodate you throughout the day. Sail from Kos Harbor to the first stop for snorkeling. Explore remote Pserimos Island, where snacks will be offered. Swim, dive, and jump off the boat, or relax on board and take in the scenery. At our second point of anchorage for the day, enjoy a seated lunch served on board by the crew. Finally, after having enjoyed a full day at sea, meeting people, socializing, and exploring these beautiful destinations we will slowly make our way back to Kos harbor. Our company operates a variety of boats and reserves the right to offer cruises on any available vessel based on your booking dates.

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Kos: Small Group Full-Day Sailing Boat Trip, Meals, Drinks & Swim

7 hoursFree Cancellation

4.9

(95)

from $170

Sunset Cruise with Greek BBQ & Unlimited Aperol Spritz, Beer Wine

Embark on an idyllic 3-hour journey aboard a sunset cruise. Indulge in a divine all-inclusive experience featuring a delectable Greek barbeque dinner and unlimited Aperol Spritz, beer, wine, and soft drinks. Take a dip in the crystal-clear waters of Kalithea Springs or bask in the views from the comfort of your elegant boat. As the sun bids farewell to the horizon, sail back to Mandraki Harbour with unforgettable memories of a lifetime.

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Sunset Cruise with Greek BBQ & Unlimited Aperol Spritz, Beer Wine

3 hoursFree Cancellation

4.6

(168)

from $47

Likely to Sell Out

Catamaran Cruises Rhodes - 6 Hours Day Cruise ALL INCLUSIVE

6 hoursFree Cancellation

4.7

(253)

from $116

Athens: All Day Cruise to Agistri Moni Aegina with Lunch & Drinks

The Saronic Gulf is ideal for island-hopping, but getting around by ferry can be time-consuming. With this day cruise from Athens, visit three islands in one day. Dock on Agistri and Aegina to explore on land, or take a dip in the crystalline waters. Drop anchor near Moni and relax over a traditional Greek lunch on board. Along the way, have the freedom to swim, snorkel, and sunbathe as you wish.

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Athens: All Day Cruise to Agistri Moni Aegina with Lunch & Drinks

10 hoursFree Cancellation

4.7

(699)

from $159

Likely to Sell Out

Full/Half Day Boat Trip in Greece with Food and Drinks

5 hours 30 minutesFree Cancellation

4.9

(72)

from $82

Likely to Sell Out

Kos: Small-Group Full-Day Catamaran Boat Trip, Meal, Drinks &Swim

Discover the Magic of the Aegean on a Catamaran Day Cruise from Kos! Set sail on a spacious catamaran as we journey from Kos to the pristine island of Pserimos. Start your day with complimentary morning coffee and snacks as we glide through the beautiful blue waters. We’ll anchor in secluded, crystal-clear bays where you can swim, sunbathe, and snorkel—exploring underwater wonders with free-to-use snorkeling gear. Relax in style while our friendly crew caters to your every need, ensuring a laid-back and personalized experience. Enjoy a freshly prepared Greek lunch on board, perfectly paired with free-flowing drinks including white wine, beer, and soft drinks, all while soaking in the stunning seascapes around you. This cruise is designed with your comfort and enjoyment in mind, whether you're an experienced traveler or setting sail for the first time. Escape the crowds, embrace the beauty of the Aegean, and let us take care of the details for an unforgettable adventure at sea!

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Kos: Small-Group Full-Day Catamaran Boat Trip, Meal, Drinks &Swim

7 hoursFree Cancellation

4.9

(90)

from $205

Full Day Cruise Tour to Kalymnos, Pserimos & Plati Island

7 hoursFree Cancellation

3.6

(17)

from $32

Likely to Sell Out

3 Caves and Exclusive Sailing Tour around Lindos

Set sail on an exclusive tour around the stunning Lindos coastline. With a local skipper, navigate the crystal-clear waters while enjoying complimentary prosecco, a delicious lunch, and fresh fruits. This intimate sailing experience accommodates up to 13 passengers, allowing you to steer the boat and trim the sails, making it a personal adventure. Explore breathtaking locations, including Agathi and Stegna caves, with ample opportunities for swimming and snorkeling. Lounge on spacious cushions and enjoy the sun as you cruise in comfort. - Exclusive sailing tour around the picturesque Lindos coastline - Includes lunch, prosecco, fruits, and snorkeling equipment - Maximum of 13 passengers, typically limiting to 10 for a personal experience - Daily trips with multiple swim/snorkel stops at scenic caves

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3 Caves and Exclusive Sailing Tour around Lindos

5 hours 30 minutesFree Cancellation

5.0

(1)

from $123

Private sunset cruise in Rhodes with fruits and drinks.

3 to 4 hoursFree Cancellation

5.0

(63)

from $411

Per group

Likely to Sell Out

Rhodes Day Cruise (with lunch & unlimited drinks) 5,5 Hours

There's no better way to experience the Greek islands than by boat. Enjoy a cruise around Rhode's coast on a traditional wooden vessel with every detail taken care of. Snorkeling equipment is provided, with stop-offs to swim and snorkel at some of Rhode's most beautiful beaches. Relax with a buffet lunch of tasty food and wine, plus, water and drinks provided throughout the day—you don't have to worry about a thing.

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Rhodes Day Cruise (with lunch & unlimited drinks) 5,5 Hours

5 hours 30 minutesFree Cancellation

4.8

(608)

from $75

Private Sailing Tour in Rhodes

7 hoursFree Cancellation

5.0

(40)

from $922

Per group

Likely to Sell Out

Rhodes 3 Hours Sunset Catamaran Cruise with Dinner All Inclusive

Set sail from Mandraki Harbor on a relaxing sunset cruise that takes you to Kalithea Springs for swimming and snorkeling. Enjoy the breathtaking views of the Rhodes east coast while witnessing the stunning colors of the Aegean sunset. As you cruise, indulge in a buffet featuring homemade Mediterranean dishes and unlimited drinks, including local beer and wine. Experience the tranquility of sailing under the moonlight and gaze at the stars as the day ends. This cruise is perfect for families and groups looking for a serene evening on the water. - Enjoy a scenic sunset cruise along Rhodes' stunning coastline - Swim and snorkel at Kalithea Springs with provided gear - Savor a delicious buffet lunch with Mediterranean cuisine and drinks - Relax on board with unlimited soft drinks, local beer, and wine included

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Rhodes 3 Hours Sunset Catamaran Cruise with Dinner All Inclusive

3 hoursFree Cancellation

from $76

Boat Tickets - Day Trip to Nisyros Island

7 hoursFree Cancellation

4.2

(13)

from $23

Visit secluded beaches not accessible by car

Rhodes boasts various bays and beaches perfect for snorkeling, but visiting them independently in a day without a hire car requires serious planning. This full-day small-group cruise from Rhodes Town makes it easy: ferrying you to four crystal-clear bays to swim and snorkel. Plus, in between, you get to relax on deck, absorb the breezes, and admire Rhodes’ shores. Lunch and return transfers from Rhodes Town area hotels are included.

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Greek Shores Snorkel and Sailing Day Trip with Lunch

7 hoursFree Cancellation

4.9

(12)

from $129

3 Island Cruise to Nisyros, St. Antonios & Yali

8 hoursFree Cancellation

3.6

(9)

from $41

Private Full-Day Cruise in Rhodes with Lunch and Drinks

With soft sands and coves sheltered from the wild westerly winds, the east coast of Rhodes is a beach lover's destination. This day-long boat private cruise showcases the best of it, with a route that stops at Anthony Quinn Bay, Kallithea Springs, and Ladiko Beach for swimming, and takes in dramatic coastal views in between. The boat seats 10 people at the shown price, but a group of 19 can be accommodated for an extra fee.

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Private Full-Day Cruise in Rhodes with Lunch and Drinks

6 hours 30 minutesFree Cancellation

5.0

(245)

from $849

Per group

Rhodes Private Luxury Cruise MediterAsian Lunch Champagne coctail

6 hoursFree Cancellation

5.0

(62)

from $950

Per group

Likely to Sell Out

Private Full/Half-Day Boat Trip in Greece with Food and Drinks

5 hours 30 minutesFree Cancellation

4.9

(31)

from $616

Per group

Private Coast to Coast Sailing Trip from Rhodes City

from $1,057

Escape the bustle of the Athens mainland—and enjoy an idyllic escape into nature—on this half-day, small-group tour. Traveling aboard a luxury catamaran, depart from Athens and head to the tucked-away Hydrousa Island, with an optional stop at Vouliagmeni Beach. Upon arrival, have ample time to swim in the crystal-clear waters, sunbathe, and relax on board. Cap off your visit with a freshly prepared Greek lunch before returning to dry land.

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Luxury Catamaran Morning Semi-Private and Greek Gastronomy Athens

5 hoursFree Cancellation

5.0

(61)

from $194

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Top Dodecanese Sailing Tours

42 results

Top Attractions in Dodecanese

Palace of the Grand Master of the Knights of Rhodes

Anthony Quinn Bay

Profitis Ilias

Mandraki Harbour

Acropolis of Lindos

Rhodes Faliraki Water Park

Palace of the Grand Master of the Knights of Rhodes

Anthony Quinn Bay

Profitis Ilias

Mandraki Harbour

Acropolis of Lindos

Rhodes Faliraki Water Park

Palace of the Grand Master of the Knights of Rhodes

Anthony Quinn Bay

Profitis Ilias

Mandraki Harbour