Top Greece Sailing Tours - page 2

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

6 hoursFree Cancellation

4.8

(211)

from $118

Special Offer

Marvel and take photos next to the Red Beach Cliff . Drop anchor at Santorini's best! Our top-of-the-line Lagoon catamaran will take you to Red Beach.

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 and Polyaigos Full Day Cruise with Meals and Snorkelling

9 to 10 hoursFree Cancellation

4.8

(363)

from $147

Milos Luxury Sailboat Cruise to Kleftiko Bay with Meal and Drinks

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

Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the charming port of Vlychada , where we'll sail through the Aegean Sea. Along the way, we'll feast our eyes on famous spots like the Red Beach, White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. Red Beach, or Mesa Pigadia Beach, is our first swim stop, where you can dive into the crystal-clear waters for a swim and snorkelling fun. Then, get ready for the highlight of the trip as we enter the breath-taking Caldera. We'll pause at the famous Hot Springs for a rejuvenating sulfur-rich water swim, followed by a visit to the nearby island of Theresia for more exploration and relaxation. Here you will treat your taste buds to a delicious Greek meal & Drinks while soaking up the panoramic views. As we sail back to Vlychada, unwind and soak in the magic of the most beautiful sunset, completing your Sunset Cruise with a serene and unforgettable experience in the Aegean sea.

(28)

from $141

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

Experience Milos’ south coast and the white cliffs and coves of Kleftiko in style on this surprisingly affordable private sailboat charter. Enjoy unlimited bottled water, soft drinks including Coca-Cola and Fanta, a bottle of chilled white wine, and snacks, with a tender to get you right into the caves and shower and restroom on board. Good for up to eight travelers, with a high-quality Bluetooth sound system for your favorite tracks.

(324)

from $141

Half-Day Private Romantic Sailing Getaway to Kleftiko

Half-Day Private Romantic Sailing Getaway to Kleftiko

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.

(83)

from $741

Per group

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

4.5

(1,187)

from $93

Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia)

(683)

from $118

6 hoursFree Cancellation

4.4

(1,396)

from $41

Athens Riviera Sunset Cruise with Snacks and Drinks Included

3 hoursFree Cancellation

4.7

(75)

from $116

Likely to Sell Out

Heraklion: Dia Catamaran Cruise Mediterranean Meal & Water Fun

Half day adventure to Kleftiko bay and Open Bar with Lunch

(193)

from $147

7 hoursFree Cancellation

Half day Catamaran Morning Cruise in Kleftiko

(276)

from $150

6 hoursFree Cancellation

Discover a side of Santorini that few other visitors get to experience—and make exploring beyond the mainland easy—on this half-day tour. Look forward to visiting Santorini's unique volcanic landscapes, and head to two islets accessible only by boat. Sail to Nea Kameni to hike up to the crater of the active volcano (entry tickets own expense), and to Palea Kameni, where you can soak in natural hot springs.

(45)

from $170

Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

3 hoursFree Cancellation

4.2

(1,289)

from $35

Special Offer

Sunfos Sailing Yachts at the archaeological site of Delos Island

Set sail on an adventure that combines history and relaxation. Cruise from Mykonos to Rhenia, admiring the sea views along the way, then explore the ancient ruins of the Archaeological Site of Delos on a guided tour. Take the opportunity to swim or snorkel in Rhenia’s turquoise waters. Everything you need is included: a freshly prepared Greek lunch, beverages, snorkeling gear, and floatation devices.

Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

5 to 6 hoursFree Cancellation

Sail the Athenian Coastline on a Catamaran with Meal & Wine

The Greek islands are made for hopping, but visiting multiple islands in one day by ferry can be stressful. With this boat tour, set off from Piraeus on board an elegant wooden boat to explore the coastlines of Aegina and Agistri in one day. Land on both islands for free time to sightsee, dive into the crystalline waters for swimming and snorkeling, and enjoy a traditional Greek lunch at sea.

(199)

from $159

Athens Day Cruise: 3 Islands Tour in the Saronic Gulf with Lunch

10 hoursFree Cancellation

4.6

(1,301)

from $159

Half-Day Delos Tour from Mykonos

4 hoursFree Cancellation

4.3

(653)

from $71

Athens Riviera Half-Day Cruise – Swim, Lunch & Drinks Included!

Spend a memorable half-day cruising around the Athens Riviera where the crew takes care of everything for your relaxing time at sea. Sail in a traditional Greek wooden boat with stops for swimming at Ydrousa Island and Vouliagmeni Beach, and enjoy the use of snorkeling gear. Indulge in a Greek lunch buffet with wine and beer on board and Wi-Fi is also available on the boat for your convenience.

Athens Riviera Half-Day Cruise – Swim, Lunch & Drinks Included!

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.

(106)

from $135

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

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

5 hours 30 minutesFree Cancellation

4.8

(613)

from $75

Our Santorini day cruise starts from the picturesque port of Vlychada, sailing onwards to explore the beauty of the Red Beach, White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. Our first swim stop is at Mesa Pigadia Beach or Red Beach. Here, you can dive into the crystal-clear waters for a refreshing swim and some snorkelling fun. The real highlight of our journey lies ahead as we venture into the awe-inspiring Caldera. Our next stop? The renowned Hot Springs of the volcano, where you can enjoy a rejuvenating swim in the therapeutic waters. For our third stop, we offer you the chance to visit and swim in Thirasia, the island adjacent to Santorini. After your swim , indulge in our elaborate lunch with stunning views of the surrounding seascape. As we sail back to Vlychada, don't miss the perfect opportunity to capture the breath-taking beauty of the Caldera. The ideal conclusion to your cruise, offering you the best views of Santorini.

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

Black Rose Pirate Boat: 5-Hour Trip from Hersonissos

(335)

from $135

4 hoursFree Cancellation

4.2

(13)

from $69

Maximize your time in Greece by getting out on the water and discovering the hidden gems of northeast Corfu. Save yourself hours of research and simply relax onboard while the crew takes you between scenic coastal highlights. Beautiful beaches and traditional villages are showcased along the way, with an onboard barbecue lunch, white wine, and other alcoholic beverages to enjoy as you soak up the views.

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

6 hours 30 minutesFree Cancellation

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.

(316)

from $127

Special Offer

Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming

Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming

Corfu Private Yacht Cruise

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What are people saying about Greece

Jan_L, Aug 2026

We had an absolutely...

We had an absolutely wonderful experience on the sunset cruise with Balos Yacht in Corfu! The views during sunset were breathtaking — the colors over the water were simply magical and made for the perfect end to our day. The crew was incredibly helpful and friendly throughout the whole trip, always making sure we were comfortable and taking care of everything. It felt relaxed and well organized from start to finish. Highly recommend this cruise to anyone visiting Corfu — a truly memorable experience!

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

Katina_N, Aug 2026

We had the most...

We had the most incredible day with Sailing Milos! This was my second time booking with them, and they exceeded my expectations once again. A huge thank you to Emilio, Yianni, and Andreas for making the day so special. They were all so friendly, welcoming, and knowledgeable, making everyone feel comfortable from the moment we stepped on board. The swim spots were absolutely stunning, the food was delicious, and the whole experience was perfectly organised from start to finish. If you’re looking for an unforgettable day on the water, I couldn’t recommend Sailing Milos enough. I’ll definitely be back again. Efharistó for another amazing experience! 😊

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

Marit_R, Jul 2026

8 hours of pure joy

We were a bit skeptical to be on a boat for 8 hours, but there was really nothing to worry about! The boat was really nice, but it was the crew that made the whole experience amazing. We had Florent (Flow) and Forrest. There was three food servings, and they were all prepared deliciously. We unfortunately had a bit of wind, so we couldn’t do all the planned stops. They were very accommodating and sent an email beforehand. If I didn’t know that our trip was a plan B I would never have guessed that! The stops were amazing, with snorkeling, cave exploring and picturesque views. Highly recommend this!

Catamaran Day & Sunset Cruises with meals Drinks and transportation

John_P, Jul 2026

Mykonos family cruise

Booked this tour while in Mykonos for a cruise stop. Ana, Malcolm, and Francis did a fabulous job the entire time and put together a great plan to make sure we were able to enjoy the trip. It was very windy and forced them to change the itinerary a little, but we still had a great time. The lunch was fantastic as well and no shortage of food or drinks

Luxury Athens Catamaran Cruise with Greek Meal & Drinks

Andrea_J, Jul 2026

Wonderful morning sailing, swimming and eating

Our catamaran cruise with Sailing Athens was the highlight of our trip! Captain Christos and the entire crew were outstanding—friendly, professional, and made everyone feel welcome from start to finish.The swimming stops were beautiful, with crystal-clear water and plenty of time to enjoy each one. The food on board was incredible—honestly one of the best meals we had in Greece, even better than many of the restaurants we tried in the Plaka! Our boys, Ethan and Alex, are still talking about this experience. If you're visiting Athens, don't miss this cruise. It was worth every penny and created memories we'll never forget. Thank you, Captain Christos and the Sailing Athens team, for an amazing day! 🇬🇷

Premium Catamaran Tours, 8-flavor Feast & Drinks, Limited guests!

Johnny_M, Jul 2026

Exceptional!!

The experience was amazing! Captain was nice and professional, catamaran was great, and the food exceptional. I want to particularly mention the chef Michalis, because he may not know that I was peeking at his preparation and it smelled amazing before finally tasting perfect. The families we met on board were so friendly, we talked for a while and had a great time. Transfer service from the port was given for a fee, so that made things easy as well. Highly highly recommend this to anyone looking for a truly personal experience while in Greece. The reviews are 100% spot on, thank you again!

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

Katherine_S, Jul 2026

Must do Santorini boat experience

We had so much fun! The food, drinks and vibes were top notch and it was so great to make friends with the others on the boat. The water is SO refreshing and you have many stops with uninterrupted swimming. This was our favorite part of a 10 day trip. Would recommend to anyone!

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

suzettel, Jul 2026

Great trip, would do again!

Had a great day on the boat, Panos and the rest of the crew were great. We had about 50 mins in each bay which was plenty of time. The water was refreshing from the heat. Lunch was nice and drinks were available and plentiful throughout the trip. My daughter and I really enjoyed it! They give you pool noodles and life jackets are available if needed, as well as googles and snorkelling equipment.

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

Tylo_R, Jul 2026

100% Recommendable!

This was, without a doubt, the absolute highlight of our Santorini trip! From the moment we booked until we were dropped off afterwards, everything was perfectly organised. The pickup, transfer to the catamaran, and communication throughout the entire experience were seamless and made everything completely stress-free. The cruise itself was simply breathtaking. The views were absolutely spectacular, the atmosphere was fun and relaxing. It's a memory that we'll treasure for years to come. A huge thank you to the incredible crew! They were warm, friendly, professional, and genuinely passionate about making sure everyone had an amazing time. They went above and beyond by offering to take photos, answering questions, and making each guest feel welcome and looked after. Another shout-out for the incredible food served during the cruise! Swimming in the crystal-clear blue waters was definitely one of the highlights and is an absolute must! The crew also provided goggles and floating noodles, making the swimming stops even more enjoyable. If you're visiting Santorini, don't hesitate to book this experience. It was worth every cent and exceeded all of our expectations. We couldn't recommend it more highly!

All-Inclusive Catamaran Day Cruise

Adrianna_T, Jun 2026

Akis and Joana were...

Akis and Joana were amazing hosts. The boat trip was perfect and equal parts relaxing/adventurous. I was hesitant to book at first because I figured we already have the beach here, but this was definitely a highlight of our trip in Naxos and we also got to visit Paros! So even a bonus:) 10/10 reccommend.

Catamaran Cruises Rhodes - 6 Hours Day Cruise ALL INCLUSIVE

JENNIFER_F, Jun 2026

Great scenery!

⭐⭐⭐⭐⭐ We had a great time on this catamaran cruise in Rhodes! The catamaran itself was clean, comfortable, and well maintained, which made the experience very enjoyable. The food was absolutely delicious and exceeded our expectations. The crew also made sure we were well taken care of throughout the trip, and we appreciated their attentiveness. The captain came across as a bit grumpy at times, but it didn’t take away too much from the overall experience. All in all, it was a wonderful day on the water, and we’re glad we chose this cruise!

Athens Semi Private Sunset Catamaran Cruise with meal & drinks

Heather_V, Jun 2026

This was an incredible...

This was an incredible experience all around! Our captain (Yannis) and host (Martha) were incredibly welcoming, kind, and fun. They made us feel like family with their hospitality and kindness. The sailing route and the stops were well very well paced. Nothing felt rushed and the time on the water was ample. The water and scenery were beyond beautiful and the captain was knowledgeable and shared a ton of interesting information about the area. The meal was amazing, home cooked and so much great food!