Top Santorini Sailing Trips

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Santorini Caldera Cruise Including Buffet and Drinks

5 star rating: Highly Recommended 144 Reviews

Cruise around the postcard-perfect island of Santorini on this 5-hour, luxury catamaran tour. Choose from a daytime or sunset cruise, then take in stunning ... 

Location: Santorini, Greece
Duration: 5 hours

From USD $187.80

7-Night Greek Islands Sailing Adventure from Mykonos to Santorini

1 star rating: I do not recommend this 1 Review

Sail south through the sunkissed Cyclades islands on a 7-night sailing adventure by yacht that starts from Mykonos and finishes on Santorini. The ... 

Location: Mykonos, Greece
Duration: 8 days

From USD $1,425.00

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

5 star rating: Highly Recommended 76 Reviews

Enjoy a perfect sailing Sunset tour in the magnificent island of Santorini on board our catamaran. The catamaran sails to the most amazing sights of Santorini ... 

Location: Oia, Greece
Duration: 5 hours

From USD $131.46

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

5 star rating: Highly Recommended 46 Reviews

Santorini's notorious Dream Catcher tour lets you experience with a small group, the beauty of Santorini and the magic of sailing in the Caldera with the most ... 

Location: Thera, Greece
Duration: 5 hours

From USD $118.94

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ and Drinks

5 star rating: Highly Recommended 66 Reviews

Perfect Luxury Sailing experience in the magnificent island of Santorini with an amazing catamaran. Sailing in luxury and style on the biggest Lagoon Catamaran ... 

Location: Oia, Greece
Duration: 5 hours

From USD $194.06

Private Tour: Santorini Caldera Cruise Including Buffet and Drinks

5 star rating: Highly Recommended 5 Reviews

Cruise around Santorini in style on this private, 5-hour cruise by luxury catamaran. Choose from a daytime or sunset cruise, then laze on deck and soak up the ... 

Location: Santorini, Greece
Duration: 5 hours

From USD $191.98

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

5 star rating: Highly Recommended 33 Reviews

Experience the beauty of Santorini and its volcanic caldera on this small group sailing tour. Cruise by some of the island’s best-known landmarks before ... 

Location: Thera, Greece
Duration: 5 hours

From USD $181.54

Sailing Catamaran Cruise in Santorini with BBQ and Drinks

5 star rating: Highly Recommended 65 Reviews

Enjoy a perfect sailing 5-hour tour from the magnificent island of Santorini onboard the catamaran, sailing to the most amazing sights of Santorini such as the ... 

Location: Santorini, Greece
Duration: 5 hours

From USD $112.68

Santorini Catamaran Tour

4.5 star rating: Recommended 10 Reviews

Discover Santorini by sea on this 5-hour catamaran tour. Admire the island’s volcanic sights, visit its impressive beaches, and soak in its thermal hot ... 

Location: Oia, Greece
Duration: 5 hours

From USD $125.20

Santorini Volcanic Islands Cruise: Volcano, Hot Springs and Thirassia

Walk to reach the crators of the active volcano. Swim at volcano's Hot Springs. Enjoy free time in Thirassia. Admire amazing views of Santorini from a ... 

Location: Órmos Athiniós, Greece
Duration: 6 hours

From USD $43.82

Sunset Caldera Sailing Cruise

5 star rating: Highly Recommended 2 Reviews

Captain Yiannis and his crew -all experienced sailors- can assure you that all claims about greek hospitality are true and that this cruise will be the most ... 

Location: Vlichada, Greece
Duration: 5 hours

From USD $156.50

Santorini Small-Group Catamaran Sailing Trip with BBQ and Drinks

Choose from a morning or afternoon departure and after your hotel pickup, embark on a 5-hour, small-group sailing trip to the most magnificent sights of ... 

Location: Thera, Greece
Duration: 5 hours

From USD $206.58

Captain Lambros Traditional Santorini Private Cruise with Meal and Drinks

Experience a traditional cruise of Santorini with the cacique or as we say in Greek “Kaiki”. An old fashioned fishing boat usually found among the Greek ... 

Location: , Greece
Duration: 4 hours

From USD $575.91

Trimaran Sailing in Caldera

If you are young at the heart and love adventure, join our crew for 5 hours real sailing experience inside the magnificent Caldera of Santorini on impressive ... 

Location: Vlichada, Greece
Duration: 5 hours

From USD $219.10

Premium Santorini Private Day Tour Lagoon 450

Explore the most attractive sights and beaches in Santorini on board the Luxurious Lagoon 450, exclusively for your party. Captain and crew will make this ... 

Location: Thera, Greece
Duration: 5 hours

From USD $1,377.17

Private Tour: Lagoon 400 Sailing in Santorini with Lunch and Drinks

Discover the most beautiful locations that Santorini has to offer on our beautiful Lagoon 400. Our crew will welcome you with open arms and provide you with ... 

Location: Thera, Greece
Duration: 5 hours

From USD $1,126.78

Private Catamaran Day Tour in Santorini Including Lunch and Drinks

5 star rating: Highly Recommended 1 Review

Prepare to embark on a journey of exploration. Visit the most magnificent landmarks of Santorini by sea on our luxurious Emily power catamaran. We recommend ... 

Location: Thera, Greece
Duration: 5 hours

From USD $1,251.97

Private Motor Yacht Cruise with Drinks

Explore Caldera of Santorini, multi-colored Volcanic beaches, Hot Springs or nearby Aegean islands.Get on board for luxury private cruise.

Location: Vlichada, Greece
Duration: 5 hours

From USD $1,477.33

Private Motor Yacht Cruise in Santorini

5 star rating: Highly Recommended 3 Reviews

"Oceanis” is a unique motor yacht that can offer a lifetime experience around Santorini and the Aegean Islands. It has the ability to take you literally ... 

Location: Thera, Greece
Duration: Flexible

From USD $1,877.96

Morning Caldera Sailing Cruise

5 star rating: Highly Recommended 3 Reviews

Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, snorkeling, taking photos, tasting delicious BBQ meals, ... 

Location: Vlichada, Greece
Duration: 5 hours

From USD $156.50

Private Day or Sunset Tour - Lagoon 420

Lagoon 420 is an amazing sailing catamaran, that can comfortably accommodate 20 passengers. The tour departs around 10:30 for the Day tour and 15:30 for the ... 

Location: Oia, Greece
Duration: 5 hours

From USD $1,251.97

7-Night Sailing Adventure in the Greek Islands from Santorini to Mykonos

Venture from Santorini to Mykonos on a 7-night sailing adventure through the Greek Cycaldes, a chain of enchanting islands scattered around the Aegean Sea. The ... 

Location: Santorini, Greece
Duration: 8 days

From USD $1,425.00
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