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Boat Trips & Day Sails in Greece: The 15 Best

35 sailings  ·  from $57 a head

Everything with a hull and a skipper attached, in one list. The 15 below are the days worth clearing a whole afternoon for, priced and timed, with the rest of the fleet underneath.

Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music - Hot Springs First, With a Sulfurous Sea Dip
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Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - Sarakiniko and Glaronisia from the sea
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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

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

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

Review of Milos’ 10-hour boat tour to Polyaigos, Kleftiko, Gerakas, and Sykia, with swimming, snorkeling, lunch, drinks, and island history.

“Beautiful views. Saw the whole island. Niki and Dora were amazing. Even though we had some clouds and a bit of rain, they pivoted, taught us some greek dances and we had so much fun!”

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Santorini: Catamaran Tour with BBQ Meal and Unlimited Drinks - The Hot Springs and Santorini’s volcanic heart
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Santorini: Catamaran Tour with BBQ Meal and Unlimited Drinks

3.Catamaran Tour with BBQ Meal and Unlimited Drinks

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

Review of Santorini’s five-hour Lagoon 450 catamaran cruise, with swimming, hot springs, BBQ, unlimited drinks, and sunset views from Oia.

“We had an amazing time on out Catamaran cruise!! The tour operator is on top of their game!! They were easy to work with when we needed to reschedule. The boat is super clean. The staff was friendly and fun!! The good was fresh and delicious!! Highly recommended!!”

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Mykonos: Yacht Cruise to Rhenia and Guided Tour of Delos - The early sailing from Mykonos
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Mykonos: Yacht Cruise to Rhenia and Guided Tour of Delos

Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks - Sailing out toward Rhenia
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Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

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

★★★★★★★★★★4.5 · 608 reviews · 6 hours (approx.) · from $145

Sail from Mykonos to Rhenia for swimming, lunch, and a guided Delos tour, with wine, Wi-Fi, snorkeling gear, and a Greek toast.

“In beautiful calm sunny weather a fantastic experience. Staff helpful and friendly. We had a fab time. Captain Stellios.and Marios were so lovely and friendly and helpful. Mario's created beautiful food for us all dietary requirements taken care of.”

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Mykonos Catamaran Premium Day-Sunset Tours 8-flavor Meal & Drinks - Rineia coves and the first swim
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Mykonos Catamaran Premium Day-Sunset Tours 8-flavor Meal & Drinks

Athens: Riviera Catamaran Tour with Fresh Meal and Drinks - Meeting the crew at Pier 7
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Athens: Riviera Catamaran Tour with Fresh Meal and Drinks

7.Riviera Catamaran Tour with Fresh Meal and Drinks

★★★★★★★★★★5.0 · 462 reviews · 5 hours · from $144

Review of Athens Riviera catamaran tour with swimming, Hydrousa, seven-dish meal, drinks, practical tips, and honest value advice.

“This was an amazing experience. Roberto, the captain was also a great tour guide and took us to two beautiful spots for swimming and snorkeling. Aida was a wonderful chef and hostess, but also played the role of crew member. The two of them and our fellow passengers (Kim, Callie, and Mandy) made for a great day!”

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Rhodes: Symi Yacht Tour with Unlimited Drinks and Transfer - Entering Symi Harbor by yacht
Greece Sailing Trips, Luxury Yacht Cruises, Sailing Trips with an Open Bar, Tour Reviews, Tours

Rhodes: Symi Yacht Tour with Unlimited Drinks and Transfer

8.Symi Yacht Tour with Unlimited Drinks and Transfer

★★★★★★★★★★4.8 · 380 reviews · 8 hours · from $141

Review of Rhodes to Symi by yacht, with lunch, unlimited drinks, two swim stops, free time in Symi, and practical booking tips.

“It was my second time on a Prestige yachts excursion, last year i went on the Lindos trip which was fantastic, this year I did the Symi trip with my partner. Everything was perfect, you arrive at Mandraki and are asked if you would like a tea, coffee or water, the staff couldn’t do more to help or provide you with a drink, the moussaka lunch and greek salad is delicious, and lovely to have in a beautiful location like St George’s Bay. The two hour stop at symi was a decent amount of time to walk around the streets, and grab a drink and some symi shrimps. The second…”

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Milos Sailing Tour with snorkeling and lunch - From Adamas and Pollonia to the open sea
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Milos Sailing Tour with snorkeling and lunch

9.Milos Sailing Tour with snorkeling and lunch

★★★★★★★★★★5.0 · 270 reviews · 8 hours (approx.) · from $181

Review of Milos Sailing Tour with snorkeling, Kleftiko, Greek lunch, swimming stops, drinks, and practical advice on value, comfort, and weather.

“excellent trip with so many swimming stops. The staffs are so friendly. The food is also amazing. The boat is also very clean”

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Santorini Caldera Sailing Tour with BBQ Lunch and Drinks - Indian Head Mountain and the Old Venetian Lighthouse
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Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

10.Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

★★★★★★★★★★5.0 · 268 reviews · 5 hours (approx.) · from $229

Sail Santorini’s caldera, swim by volcanic beaches, and enjoy a seafood BBQ with unlimited drinks on a five-hour catamaran tour.

“The thing to do in Santorini. Was a bit long and spent the majority of the time on the boat. Could have easily been a 3 hour activity. Stopped to swim 2 times and was only given a rushed 10-15 minutes to swim and spent the rest of the time on the boat. Didn't stop to get off at any beaches. Nice crew. They have medicine for motion sickness on board which was very helpful.”

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Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming - The Cruise to Prasoniso Island
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Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming

Skiathos: Day-Sailing Tour with Lunch on Board - Five swimming stops, clear water, and boat-only coves
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Skiathos: Day-Sailing Tour with Lunch on Board

12.Day-Sailing Tour with Lunch on Board

★★★★★★★★★★5.0 · 191 reviews · 7 hours · from $165

Review of Skiathos sailing tour with a 12-person yacht, hidden beaches, snorkeling, paddleboarding, Greek lunch, and drinks.

“This was my 4:th sailingtrip with different ships in Skiathos, and this was definitely the best! The captain and the crew made us feel very welcome right away. In contrast to other trips I’ve been doing, the captain on this boat really took us to hidden beautiful spots, and not to tourist traps. The captain did everything ”extra” so that our day was really beautiful. I can really recommend this ship!”

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All inclusive day sailing tour from Naxos to the small cyclades - Swimming in clear water
Greece Sailing Trips, Naxos Sailing Trips, Sailing Trips with an Open Bar, Tour Reviews, Tours

All inclusive day sailing tour from Naxos to the small cyclades

13.All inclusive day sailing tour from Naxos to the small cyclades

★★★★★★★★★★4.5 · 155 reviews · from $209

Review of Naxos’ small Cyclades sailing tour, with swimming, snorkeling, barbecue lunch, drinks, photos, costs, and practical tips.

“The crew made us feel so welcomed, tailor made the tour to suit our groups wants / needs & were fabulous chefs. We enjoyed peaceful sailing, swimming in the clear waters of Paros & Naxos island & sunbaking on the boat. Could not have asked for a better way to enjoy the Greek island.”

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Deluxe Santorini Sailing with BBQ and Drinks Shared Tour - Red Beach and White Beach: a short swim stop
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Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

14.Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

★★★★★★★★★★5.0 · 137 reviews · 5 hours (approx.) · from $193

Review of Santorini’s 5-hour sailing tour with BBQ, drinks, swimming stops, hotel transfers, and volcanic caldera views.

“Beautiful catermeran. Friendly and professional crew who offered excellent service. Fabulous sunset tour with the family sailing around Santorini. It was advertised so we were expecting a bbq. There were 2 on board but unfortunately not. The food was delicious but pre prepared earlier that day. Fortunately we brought our towels as they were not provided as mentioned. With a couple of exceptions overall a fantastic day and would highly recommend.”

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Paros: Iraklia, Schinoussa, & Naxos Sailing Tour with Lunch - Sailing 2.5 hours to Iraklia
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Paros: Iraklia, Schinoussa, & Naxos Sailing Tour with Lunch

15.Iraklia, Schinoussa, & Naxos Sailing Tour with Lunch

★★★★★★★★★★4.6 · 131 reviews · 9 hours · from $200

Sail from Paros to Iraklia, Schinoussa, and Naxos for swimming, snorkeling, a fresh Greek lunch, wine, and secluded coves.

“Our sailing tour in Paros was so much fun!! It was nice being able to sail & swim around the islands. Captain Ledo & the crew were so nice & friendly. The lunch & snacks were great.”

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