Greece · SAILING

The 15 Best Sailing Trips in Greece

158 tours  ·  ★★★★★★★★★★ 4.8 average  ·  from $35

Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music - Pickup timing, the real day flow, and what you’ll notice first
BBQ, Boat Trips in Santorini, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Sailing, Santorini Tours, Tour Reviews, Tours

Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer - Price and value: What $151.16 gets you for real time on the water
BBQ, Boat Trips in Santorini, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Drinking Tours, Private Drivers, Sailing, Santorini Tours, Tour Reviews

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

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

★★★★★★★★★★5.0 · 4,209 reviews · 5 hours (approx.) · from $151Top rated

Premium Santorini catamaran with BBQ and open bar, hot springs and snorkeling stops, and sea-level caldera views with transfers.

“The crew was incredibly kind and hospitable ensuring everyone was safe and comfortable. We learned some facts about the island and surrounding waters. 10 out of 10 recommend!”

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Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers - Photo stops at Red Beach and White Beach: gorgeous, but swim-free
BBQ, Boat Trips in Santorini, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Sailing, Santorini Tours, Tour Reviews

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

3.Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

★★★★★★★★★★5.0 · 3,933 reviews · 5 hours (approx.) · from $114

Santorini catamaran cruise from Vlychada with hotel transfers, Red and White Beach views, hot springs swim, snorkeling, BBQ, and wine.

“We took the sunset cruise and it was amazing . It was a lot of fun mainly because of the all women crew we had. They took really great care of us and the food was delicious. Kudos to Elena and team.”

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Santorini: Luxury Catamaran Day Trip with Meal and Open Bar - The Red and White Beach Stops: What You Actually Do in the Water
1-Day Tours, Boat Trips in Santorini, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Day Trips in Santorini, Drinking Tours, Sailing, Santorini Tours, Tour Reviews, VIP

Santorini: Luxury Catamaran Day Trip with Meal and Open Bar

4.Luxury Catamaran Day Trip with Meal and Open Bar

★★★★★★★★★★4.8 · 3,678 reviews · 5 - 6 hours · from $129

Luxury catamaran cruising Santorini for 5 to 6 hours with hotel pickup, an open bar, a Greek meal, and volcanic hot-springs swimming.

“Booking very easy. Good communication. Pickup/Drop off great. The trip was fabulous! Great catamaran experience. Good chat from the crew! Open bar. Food was delicious. Swim spots fun. Little cocktail to enjoy the sunset. All in all I would highly recommend!”

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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - Red Beach: the color drama, plus a quick swim window
Boat Trips in Santorini, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Drinking Tours, Half-Day, Sailing, Santorini Tours, Tour Reviews

Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

5.Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

★★★★★★★★★★5.0 · 2,975 reviews · 5 hours (approx.) · from $133

Half-day catamaran cruise from Vlychada with hotel pickup, Prosecco plus open bar, swims at Red Beach and hot springs, and a Greek BBQ meal.

“You get picked up by a nice van and arrive at the boat. The crew were amazing. The boat was amazing, we sat in the front and laid on the nets. The views were amazing. 3 swimming spots, 2 snorkeling and one volcanic hot springs (not super hot but still warm!) The sunset view was incredible. The food was out of this world. plus…. all the beer and wine you want!”

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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Stop 1, Red Beach: the first swim in Santorini’s signature cliffs
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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

6.Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

★★★★★★★★★★4.8 · 2,822 reviews · 5 hours · from $117

Santorini Gold catamaran cruise from Vlychada Marina with snorkel stops, volcano hot springs, BBQ, and an open white wine bar.

“Wonderful! The guide was amazing and the rest of the stuff too! Very friendly and really good vibes! Don’t hesitate to get this trip, it’s worth it and it was the highlight of our trip! Would go again”

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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Leaving Heraklion at the Old Venetian port: setting the tone fast
Boat Trips in Heraklion, Cruises & Boat Tours, Dia Island Cruises, Heraklion Tours, Sailing, Tour Reviews

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Santorini: Catamaran Caldera Cruise with Meal and Drinks - From Ammoudi past Aspronisi, Indian Rock, and the Venetian Lighthouse
Boat Trips in Santorini, Caldera Cruises, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Sailing, Santorini Tours, Tour Reviews

Santorini: Catamaran Caldera Cruise with Meal and Drinks

8.Catamaran Caldera Cruise with Meal and Drinks

★★★★★★★★★★4.7 · 2,255 reviews · 5 hours · from $70

Santorini catamaran from Ammoudi with BBQ, open bar, snorkel swims at Mesa Pigadia and White and Red beaches, plus hot springs.

“I booked this sunset cruise on the day of my husband’s 50th birthday and what an amazing day it was. From start to finish we could not fault it. The crew and the food were amazing and even all of the other guests we spent the afternoon with. The day was planned to perfection and I have recommended Santorini Yacht Club to others staying in my hotel who have gone on to book. I unfortunately misplaced my reading glasses but after me emailing the company a driver came to meet me the following day to return them. We return home today after a 7 day stay in Imerovigli and the…”

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Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks - What’s Included Onboard, and What That Means for Your Day
Boat Trips in Rhodes, Catamaran Cruises, Catamaran Cruises in Rhodes, Cruises & Boat Tours, Lunch Experiences, Rhodes Tours, Sailing, Tour Reviews

Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks

Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - Nea Kameni Hot Springs: The Warm Sulfur Water Stop
Boat Trips in Santorini, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Sailing, Santorini Tours, Tour Reviews

Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

10.Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

★★★★★★★★★★5.0 · 1,694 reviews · 5 hours (approx.) · from $181

Santorini catamaran cruise with Greek meal, white wine and beer, hot springs swim, Red Beach time, and sunset views if selected.

“Amazing! They were super friendly, the boat was immaculate, the views were beautiful and the food was delicious. They grilled to order our lunch and had amazing wine and snacks. Would 100% recommend. Loved the music too!”

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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - The morning start out of Adamas: colors, coves, and first photo stops
Boat Trips in Milos, Cruises & Boat Tours, Full-Day, Full-Day Tours in Milos, Lunch Experiences, Milos Tours, Sailing, Tour Reviews, Tours

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

11.Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

★★★★★★★★★★4.9 · 1,646 reviews · 10 hours · from $147

Full-day sailing from Adamas to Milos’ iconic beaches and the uninhabited Polyaigos, with snorkels, caves, lunch, and drinks.

“LOVED this activity! The tour was exceptional with our hosts working diligently to ensure everyone was having a great time (they even provided sea sickness tablets before departure just in case, plus our guide Dora was sooo charming and charismatic). The swimming spots were awesome and sheltered from the wind as much as possible. Food was also excellent. A bit on the expensive side, but worth it for a full day tour with all foods and drinks included.”

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Santorini: Sailing Catamaran Cruise with BBQ and Drinks - The boat vibe: where comfort actually shows up
BBQ, Boat Trips in Santorini, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Sailing, Santorini Tours, Tour Reviews

Santorini: Sailing Catamaran Cruise with BBQ and Drinks

12.Sailing Catamaran Cruise with BBQ and Drinks

★★★★★★★★★★4.7 · 1,452 reviews · 5 hours · from $117

Sail Santorini by luxury catamaran with 3 swim stops, hot springs, BBQ and drinks, snorkel gear, and volcano views in 5 hours.

“This was excellent!!!! We wished there was an all day option. The crew on board, our driver, the people answering all my crazy questions on WhatsApp, were fantastic. They were even able accommodate a vegan diet which we were so thankful for as well. This is a top notch company and it shows. For anyone visiting Santorini looking for a great cruise look no further.”

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Santorini: Catamaran Tour with BBQ Meal and Unlimited Drinks - Where you board, and how the timing really feels
BBQ, Boat Trips in Santorini, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Sailing, Santorini Tours, Tour Reviews, Tours

Santorini: Catamaran Tour with BBQ Meal and Unlimited Drinks

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Meeting point reality check (so you don’t lose time)
Boat Trips in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Lunch Experiences, Sailing, Tour Reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

14.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Best value

Sail from Heraklion to Dia Island by luxury yacht with snorkeling and included lunch and drinks on shared trips, plus easy alternatives.

“A very choppy crossing to the island. Very well handled by the skipper though The boat was comfortable and safety was well looked after Food was very good. Would have been nice to have beer as an option perhaps Time went very quickly”

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Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ - The Athens Riviera route and those sea-view wins
Athens Tours, BBQ, Boat Trips in Athens, Catamaran Cruises, Catamaran Cruises in Athens, Cruises & Boat Tours, Sailing, Tour Reviews, VIP

Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ

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Every kind of Greek day out

Pick the day first, then pick the boat.