Greece · SAILING

The 15 Sailing Trips in Greece We Would Book

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

Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music - The cruise outline, hour by hour (and why each part matters)
BBQ, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Sailing, Sailing Trips in Santorini, Santorini Boat Trips, Santorini Tours & Activities, Tour Reviews, Tours

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

1.Catamaran Tour with BBQ Dinner, Drinks, and Music

★★★★★★★★★★4.6 · 5,886 reviews · 5 hours · from $93Our pick

5-hour Santorini catamaran with BBQ, unlimited wine and soft drinks, music, and swims by Red and White Beaches at sunset or morning.

“Easy and direct communication about getting picked up and dropped off. The boat was so clean and nice. Great music, great crew and the food was so yummmmy. Highly recommend.”

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Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer - Daytime vs evening sail: pick the vibe, not the hype
BBQ, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Drinking Tours, Private Drivers, Sailing, Sailing Trips in Santorini, Santorini Boat Trips, Santorini Tours & Activities, 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 small-group Santorini catamaran cruise with BBQ, open bar, swim stops, snorkeling, and hotel transfer from Vlychada.

“A perfect way to see Santorini! The views were incredible and we got to swim in the crystal clear water at multiple spots. The service was incredible and the lunch was delicious!”

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Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers - What the Catamaran Ride Feels Like (Comfort, Space, and Timing)
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Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Santorini: Luxury Catamaran Day Trip with Meal and Open Bar - Red Beach and White Beach Swim Stops With Snorkel Gear
1-Day Tours, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Drinking Tours, Sailing, Sailing Trips in Santorini, Santorini Boat Trips, Santorini Tours & Activities, 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 Santorini catamaran with open bar, Greek meal, volcanic hot springs swim, and Red and White Beach snorkeling. 5 to 6 hours.

“This was a fantastic way to end our stay in Santorini. It allowed us to see parts of the island that we otherwise wouldn't have. The crew were friendly and helpful. We would recommend it to anyone!”

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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - Santorini Volcano and Hot Springs: The Most Memorable Swim Slot
Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Drinking Tours, Half-Day, Sailing, Sailing Trips in Santorini, Santorini Boat Trips, Santorini Tours & Activities, Tour Reviews

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

Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Entering Vlychada Marina and Getting Set for Snorkel Time
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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

5-hour Santorini catamaran with snorkeling, volcano hot springs, BBQ, and open white wine from Vlychada Marina.

“The experience was 10/10. This was one of the excursions we did for our honeymoon. The views were beautiful and food was great. Some things I would love to share for the next group: - One of the stops to swim is near the volcano, they don’t suggest you wear light color swimwear because of sulfur in the water. - Bring a light jacket/sweater for the ride back if you are doing sunset. - They provide everything, water,’sodas, beer, wine, a light app, and dinner. - They have a room downstairs to change too. Ammos, and the crew were amazing. So friendly and genuine.”

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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Sailing from Heraklion toward Dia: the part people underestimate
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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

7.Dia Island Sailboat Cruise with Swimming and Meal

★★★★★★★★★★4.8 · 2,579 reviews · 5.5 hours · from $95

Sail from Heraklion to Dia Island in a small group for swimming, snorkeling, SUP, a Mediterranean meal, and sunset views with unlimited drinks.

“Here’s a smoother, more natural version of your text: This was the last day of our trip through Crete, and we ended it in the best way possible. The cruise was incredible, the weather was perfect, and the crew and food were fantastic. It was everything I wanted and more. We were having so much fun that we didn’t even have enough time to try all the activities - which is actually a good thing!”

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Santorini: Catamaran Caldera Cruise with Meal and Drinks - The two departures: day cruise from Ammoudi versus sunset cruise from Vlychada
Caldera Cruises, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Sailing, Sailing Trips in Santorini, Santorini Boat Trips, Santorini Tours & Activities, 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

5-hour Santorini caldera catamaran cruise with BBQ meal, open bar, snorkeling gear, and hot spring swimming stops plus hotel transfers.

“It was a very relaxing afternoon and the sunset was amazing from the boat. The food, drinks, and hospitality were 100%. A great way to see Santorini's famous sites.”

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Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks - Sailing catamaran vs power catamaran: decide based on your favorite stops
Catamaran Cruises, Catamaran Cruises in Rhodes, Cruises & Boat Tours, Lunch Experiences, Rhodes Boat Trips, Rhodes Tours & Activities, Sailing, Sailing Trips in Rhodes, Tour Reviews

Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks

9.All-Inclusive Catamaran Cruise with Lunch and Drinks

★★★★★★★★★★4.8 · 2,002 reviews · 6 hours · from $83

All-inclusive catamaran cruise along Rhodes’ east coast with 3 to 4 swim stops, snorkeling gear, Greek lunch, and unlimited drinks.

“The crew, the food, the drinks, the whole experience everything was 5 stars, absolutely wonderful day and I would genuinely recommend this trip to anyone! Thankyou so much!”

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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - Pickup and Getting to the Right Place on Time
Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Sailing, Sailing Trips in Santorini, Santorini Boat Trips, Santorini Tours & Activities, Tour Reviews

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

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - Why the $147 Price Can Make Sense for Milos
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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

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

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

Full-day sail from Adamas to Milos and Polyaigos, snorkel Kleftiko caves, swim by boat, with lunch, wine, and snorkel gear.

“Amazing day on the water Dora is simply incredible. We learned so much and everything was simply breathtaking. In my opinion this activity is really not expensive for everything you’re getting out of it. It’s a must !!”

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Santorini: Sailing Catamaran Cruise with BBQ and Drinks - Boat comfort: deck space is the real luxury here
BBQ, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Sailing, Sailing Trips in Santorini, Santorini Boat Trips, Santorini Tours & Activities, 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 on a luxury small-group catamaran with hot springs, beaches, BBQ, and drinks, plus timed sunset views.

“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 - Getting there from your hotel: pickup timing and what to plan
BBQ, Catamaran Cruises, Catamaran Cruises in Santorini, Cruises & Boat Tours, Sailing, Sailing Trips in Santorini, Santorini Boat Trips, Santorini Tours & Activities, Tour Reviews, Tours

Santorini: Catamaran Tour with BBQ Meal and Unlimited Drinks

13.Catamaran Tour with BBQ Meal and Unlimited Drinks

★★★★★★★★★★4.8 · 1,449 reviews · 5 hours · from $153

5-hour Lagoon 450 catamaran in Santorini with hot springs, White and Red beaches, BBQ meal, unlimited drinks, and optional Oia sunset.

“We loved this catamaran cruise! The food served was delicious and the people we met on the boat were so fun! The sunset was gorgeous and we loved hopping out to swim at the stops! Great views and highly recommend. The captain and steward were great! The stewardess we had was not very friendly or helpful but that didn’t ruin our trip.”

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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Sailing out of Heraklion: what the first stretch feels like
Crete Boat Trips, Crete Tours & Activities, Cruises & Boat Tours, Lunch Experiences, Sailing, Sailing Trips in Crete, 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

Luxury sailing from Heraklion to Dia Island with snorkeling, drinks, and lunch on shared trips, plus private options for more control.

“Wonderful early evening on the water with passionate captain and first mate. Vibes were exactly what we were looking for to get out on the water. Would definitely book again!”

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Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ - Morning lunch cruise vs sunset dinner cruise, and how the vibe changes
Athens Boat Trips, Athens Tours & Activities, BBQ, Catamaran Cruises, Catamaran Cruises in Athens, Cruises & Boat Tours, Day Trips & Excursions from Athens, Sailing, Sailing Trips in Athens, Tour Reviews, VIP

Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ

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