Top Greece Sailing Tours

Catamaran Cruise in Nafplio | Greek Buffet & Open Bar

4 hours 30 minutesFree Cancellation

Corfu Private Yacht Cruise

2 to 8 hoursFree Cancellation

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches like Psarou and Super Paradise, while enjoying refreshing swims in crystal-clear waters. Onboard, indulge in a freshly prepared Greek ΒΒQ meal, featuring delicacies, salad, and authentic local flavors, paired with refreshing drinks. As the sun begins to set, experience the magic of the Aegean sky transforming into shades of gold, pink, and purple, creating a truly unforgettable moment. With a premium catamaran, expert crew, and intimate atmosphere, this is more than just a boat tour, it’s a once-in-a-lifetime Mykonos sunset experience. Book now and let the Aegean’s beauty take your breath away! *Route may be adjusted by the captain based on weather conditions to ensure safety and comfort. This cruise operates using a fleet of two or more premium catamarans.

Mykonos Catamaran Sunset Cruise with Meal, Drinks & Transfer

4 hoursFree Cancellation

Experience the best of Paros on a half-day boat tour to two of the island’s most breathtaking and unique locations! Swim and explore the mysterious Pirate’s Cave with its dramatic cliffs and legends, and unwind in the crystal blue waters of the Blue Lagoon. This unforgettable family friendly journey blends adventure, relaxation, and stunning natural landscapes. Designed for explorers, sea lovers, and those chasing the extraordinary – this tour is the ultimate island escape. Reserve your spot and let the Aegean work its magic! I

Boat Trip to the Pirate Cave & Blue Lagoon

3 hours 30 minutesFree Cancellation

Santorini Sunset Cruise in Caldera

Private Sailing Yacht Cruise for up to 10 guests in Corfu

3 to 8 hoursFree Cancellation

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

9 to 10 hoursFree Cancellation

Escape the crowds on land and admire Mykonos from the water on a luxury catamaran cruise that takes you off the beaten path to Rhenia, an uninhabited island surrounded by crystalline waters and home to ancient Greek ruins. Enjoy free time to relax as you wish—swim in the crystal-clear waters, soak up the sun, and enjoy refreshing drinks on board. Note: the itinerary is subject to weather conditions and might be adjusted to explore the southern coast of Mykonos.

Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

All Day Cruise -3 Islands to Agistri,Moni, Aegina with lunch and drinks included

10 hoursFree Cancellation

Santorini stuns at any angle, but its most magical destinations are often only reachable by water. Experience its rugged coastline and volcanic islands by boat on this catamaran cruise. Choose between daytime and sunset bookings; snorkel equipment is available for swim stops, and you'll enjoy a BBQ buffet lunch or dinner washed down with local white wine and soft drinks—as well as swimming to the Santorini Hot Springs.

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Milos is famed for its stunning, otherworldly coastal scenery, including the lunar-like Sarakiniko Beach—but the most impressive views aren’t reachable by land. On this small-group sailing tour, explore the island’s remoter west coast—a side of Milos most travelers miss—as you explore by boat. Along the way, listen to your skipper explain the island’s history and unique geology. Breakfast, lunch, and snacks are included.

Milos oneiro-kleftiko sailing experience with local guide

7 hoursFree Cancellation

Make the most out of your time in Santorini aboard this tranquil catamaran tour. Enjoy the splendid views from the boat as it sails around Santorini, and discover a side of the island many other visitors miss. Swim and snorkel in the blue sea and indulge in a delicious barbecue dinner prepared onboard, complemented with local drinks. You see the best of the island in one relaxing getaway.

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Drink in the beautiful sights and seas of the Athens Riviera on this half-day, small-group catamaran cruise. While an experienced skipper and crew do the work, relax and revel in the sunshine and the scenery. Enjoy stops to swim, stay refreshed with unlimited complimentary drinks, and savor a delicious Greek meal, including barbecue dishes, served by the crew. Choose a morning or sunset cruise when you book.

Luxury Athens Catamaran Cruise with Greek Meal & Drinks

Maximize your time in Greece by getting out on the water and exploring northeast Corfu's hidden gems. Save yourself hours of research and relax onboard a traditional wooden vessel while the crew takes you between scenic coastal highlights. Beautiful beaches and traditional villages line the way, with an onboard barbecue lunch, white wine, and an open bar to enjoy as you soak up the views.

Full Day Cruise from Corfu in Classic Wooden Vessel, Swim & BBQ

6 hoursFree Cancellation

Set sail on an unforgettable luxury cruise aboard a Jeanneau 57 sailing yacht and discover legendary Kleftiko, one of Milos’ most iconic natural wonders. Departing from Adamas Port, this experience blends relaxation, adventure, and local storytelling in true Cycladic style. Sail along the stunning coastline, passing colorful Klima and the impressive Sykia Cave before reaching Kleftiko’s dramatic white rock formations, sea caves, and crystal-clear turquoise waters. Once a pirate hideout, the area is rich in history and volcanic beauty, with fascinating stories shared by your skipper along the way. Anchor in secluded coves for swimming, snorkeling, and stand-up paddleboarding, with time to explore caves and arches from the water. Back on board, enjoy a freshly prepared Mediterranean meal with unlimited drinks as you relax in comfort. Designed for small groups and authentic island vibes, this cruise is perfect for couples, friends, and travelers seeking a refined yet fun sea adventure.

Milos Luxury Sailboat Cruise to Kleftiko Bay with Meal and Drinks

5 hours 30 minutesFree Cancellation

Enjoy a night to remember in Santorini—and experience many of the island’s highlight attractions in just one excursion—on this luxurious sunset catamaran tour. Setting off from Vlychada, get ready to discover the Red Beach and Santorini’s volcanic caldera, and admire the sunset. In between, savor a traditional Greek meal complete with local wine, plus time to swim and snorkel at your own pace.

Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers

Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

Cruise around Santorini on this half-day catamaran tour departing from Vlihada Marina. Observe famed sights such as the Venetian Lighthouse, the Indian Rocks, the Red Beach, and the White Beach as you glide atop clear blue water. Enjoy a swimming and snorkeling excursion, then take in panoramic views of Thirasia Island and, if you've chosen an evening tour, sail past Oia during sunset—a must-do for any Santorini trip.

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

Avoid the crowded group tour boats and cruise along the Athens Riviera in style with this small-group catamaran boat tour. Set sail from Marina Alimos and skirt the coast towards Vouliagmeni Bay to drop anchor to swim or snorkel. Afterwards, continue on to Prasoniso Island for a second swim stop and a Greek lunch on board. Enjoy drinks and the commentary of your captain as you explore the coastline.

Special Offer

Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming

Heraklion: Dia Catamaran Cruise Mediterranean Meal & Water Fun

Go on a half-day, small-group sailing adventure in the Aegean Sea. Select your preferred departure time—morning or afternoon—and set sail for Mykonos’ south coast or to the mythical birthplace of Apollo on the island of Delos. Relax at the beach, snorkel in beautiful turquoise water, and marvel at Delos’ ancient archaeological site. Enjoy lunch or dinner, wine, and hotel pickup and drop-off included in the tour price. Upgrade to a private boat for a personalized experience.

Catamaran Day & Sunset Cruises with meals Drinks and transportation

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge, or dance under the open sky, you'll always find your perfect spot. Soft, uplifting music sets a warm and joyful tone throughout the day. Between smiles and melodies, you'll enjoy Greek snacks, a light brunch, and a delicious lunch — all included. Espresso, tea, water, soft drinks, local Greek white wine and beer are available whenever you wish. For those seeking adventure, the sea becomes your playground. Try stand-up paddleboarding, explore underwater life with snorkeling gear, or simply drift on an inflatable noodle. And of course, our iconic pink flamingo float is always ready for your next unforgettable photo. Whether you're after excitement or gentle relaxation, there's something for everyone.

Milos Luxury Catamaran Cruise to Kleftiko Bay with Lunch

5 hours 30 minutesFree Cancellation

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.

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

6 hoursFree Cancellation

All-Inclusive Catamaran Day Cruise

7 hoursFree Cancellation

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Must-Dos in Greece

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What are people saying about Greece

Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

Alfonso_R, Oct 2026

Best Catamaran

We had the most wonderful time on this boat! The food was absolutely amazing, and the crew was so much fun while staying professional the whole way through. A special thank you to Ademtri, Adonis, and Phil. When the weather turned a little windy, they handled it like true pros, and we never felt anything but safe and looked after. It was the perfect addition to our trip, and we'd recommend it to everyone. Thank you for such a special day!

Santorini - Volcano and Hot springs

Erica_M, Oct 2026

Brilliant cruise. 10/10 recommend

This was a great cruise. Especially if left at the old port its right beside you. If at the new port or in the town you need to walk or take a cable car to the old port. We were brought to the volcano.its 5 euro in and a 30min walk/hike up. We skipped it and stayed on the baot having drinks. Next is the hot springs you can jump.off the boat or climb down a ladder and swim with a pool noodle.i LOVED THIS! . If you cant swim you can stay on the boat. It was easy though. 10/10 recommend. But I ask the organisers maybe arrange more time for swimming, 1 hour would be ideal .

Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

Anna_w, Oct 2026

Amazing day with great food

What a fantastic day from start to finish! The pick-up from Oia was seamless, with just a short 25-minute journey straight from our hotel to the port. The crew were lovely — friendly, warm and clearly very experienced. The food was delicious, and the whole experience was so relaxing. We met some lovely people from the US and Australia, and swimming in the sea was just perfect. A truly wonderful day and an experience we would highly recommend!

Milos Small-Group Full-Day Cruise with Snorkelling and Lunch

Katie_M, Oct 2026

Fay and Facu dream team!!!

Absolutely amazing day on the water with an awesome crew and fellow travelers. I was greeted by our host Fay. She was absolutely wonderful and genuine the whole trip! Fay and Facu were a hilarious and personable team. They made the whole experience feel really laid-back, safe, and fun! Highly recommend and was definitely my favorite experience as a first timer in Greece!!

Luxury Athens Catamaran Cruise with Greek Meal & Drinks

Christopher_H, Sep 2026

Be pampered at sea!

Our deck hand Dora and captain doubled as our chefs. Dora prepared Greek salad, pasta, shrimp in red sauce dish and cut up bread while our skipper grilled/bbq calamari, chicken and pork. They set up the table using cloth tablecloth, real dishes and silverware. Everything was delicious and we learned one of the guests was vegan so the pasta and salad were vegan to accommodate her needs. The service, food, drinks and the vessel were wonderful with two different opportunities to swim. We really enjoyed ourselves and so did the other people on the boat. The weather was wonderful, the water refreshing, sunset and the moon were so beautiful. We would highly recommend this crew and tour!

All-Inclusive Catamaran Day Cruise

Nadiia_M, Sep 2026

Fantastic crew, great food, and beautiful swim stops

We had a fantastic day on this cruise and would highly recommend it. Captain Akis and Joanna were wonderful hosts throughout the trip. Akis did an excellent job navigating the conditions and choosing the best swimming locations based on the weather, while Joanna made sure everyone was comfortable and well looked after. We visited beautiful spots around Paros and Naxos and enjoyed three swim stops in total. Although it was quite windy during our mid-September sailing, the crew selected sheltered areas, and the weather was warm and sunny, making for a great experience. The food was also very good. Throughout the day, we were served snacks, a tasty lunch, and fresh fruit before returning. Everything was well organized, relaxed, and enjoyable.

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

Forever_N, Sep 2026

An unforgettable Santorini experience!

We had such an amazing time on our luxury sailing catamaran sunset cruise! From beginning to end, the entire experience was wonderful and definitely one of the highlights of our time in Santorini. The catamaran was beautiful, extremely clean, and very well maintained. You can really tell the crew takes pride in keeping everything nice, both inside and out. The entire crew was so friendly, welcoming, and attentive, and our guide was an absolute sweetheart, truly beautiful inside and out! She made the experience even more special, and we really enjoyed learning about the history of Santorini along the way. The food was delicious, and we had such a fun group of people onboard. We love meeting new people when we travel, so getting to laugh, eat, drink, swim, snorkel, and enjoy the beautiful scenery together made the day even better. Swimming in the Aegean Sea and snorkeling were so much fun, and seeing Santorini from the water was absolutely breathtaking. And of course, ending the experience with that gorgeous Santorini sunset was the perfect way to finish the day. 🌅🇬🇷 The transportation was also very convenient. Because of where our hotel was located, the vehicle couldn’t come directly to us, so we had to walk a little to a nearby meeting point for pickup, but it honestly wasn’t a big deal at all. The transfers to and from the cruise went smoothly. Overall, this was such a fun, beautiful, and memorable experience. Great food, an amazing crew, beautiful views, swimming, snorkeling, history, new friends, and an unforgettable sunset 🌅 what more could you ask for?! I would absolutely book with them again and highly recommend this experience to anyone visiting Santorini! ❤️🇬🇷⛵️

Mykonos Sail Cruise to Delos and Rhenia Islands

Vincent_C, Sep 2026

Fantastic day . . . with a few minor blips.

Fantastic day on the Aegean Sea, it was very windy so we stayed under power the entire trip and never actually unfurled the sails. Even so the trip was very relaxing. The Isle of Delos was amazing to see, and the time spent in the cove near Reneia was so much fun. Loved being able to jump off the boat and swim in the Aegean. A few minor things: 1. If you're prone to seasickness, be prepared. 2. The trip back was a little chilly despite it being a generally hot day. Bring something to keep you warm. 3. We arrived at Delos right behind 2 large ferries and spent about 30 of the 90 minutes we had there in line to get into the archaeological site. Wish this could have been timed a bit better. One last thing. The food was incredible, and there was plenty of it.

Athens Semi Private Sunset Catamaran Cruise with meal & drinks

Dimosthenis_K, Sep 2026

Unforgettable Sunset Cruise

⭐⭐⭐⭐⭐ We had an absolutely wonderful experience on the Athens Semi-Private Sunset Catamaran Cruise! Everything from start to finish was fantastic and easily one of the highlights of our time in Athens. A special thank you to our captain, Giannis, and first mate, Anna, who were both incredible. They were friendly, welcoming, attentive, and made sure everyone was comfortable and having a great time throughout the entire cruise. Anna also prepared a wonderful meal for us onboard, which was delicious and made the experience even more special. The boat was beautiful, the views were incredible, and watching the sunset from the water was unforgettable. The food, drinks, swimming stops, scenery, and overall atmosphere were all excellent. Giannis and Anna truly made the experience. We couldn’t have asked for a better crew or a better way to spend an evening in Athens. We would absolutely recommend this cruise to anyone visiting Athens. Five stars all around!

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

giotag487, Aug 2026

COOKERY

An experience I will remember forever! If I could describe this cruise with one word, I would say MAGIC! The beaches of Rhodes are truly incredible, but seeing them from the sea and diving into their crystal-clear, pristine waters is a completely different experience. Every stop was more beautiful than the last and every moment on the boat was full of smiles, relaxation, and excitement. It was one of those days you wish would never end! ☀️🌊💙 A huge thank you for this wonderful experience! If you find yourself in Rhodes, don't think twice about it—it's really worth it!

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

Emily_M, Aug 2026

We had a really lovely...

We had a really lovely sunset cruise around Santorini. The catamaran was very nice and spacious -- about 20 passengers total - a little bit crowded feeling at first, but then everyone spread out and found their own spaces. Most of the other catamarans we passed looked to have about the same number of people. The crew was fantastic and the dinner was delicious. We had multiple stops for swimming (water a little chilly) and got to see the beautiful sunset. We would recommend a light jacket or longsleeves for the ride back to port after the sun goes down. It was perfect for our young teens. The transport to and from the cruise was a bit chaotic and involved some patient waiting, but all in all, we had a wonderful time!