Sailing from Fira delivers some of Greece’s most dramatic seascapes, with the caldera’s cliffs towering above your boat. No trip to Santorini is complete without getting out on the water. The best tours combine traditional Greek hospitality with jaw-dropping views of the volcanic islands.
I’m especially fond of the small-group catamaran cruises (max 15 people) – they hit all the highlights while keeping the experience intimate. For a splurge, the private yacht tours offer tremendous value with their made-to-order Greek feasts and unlimited drinks.
Check out these outstanding sailing options from Fira:
Good To Know
- Private sailing experiences that offer customized nautical adventures, with opportunities to explore hidden coves, swim in volcanic hot springs, and enjoy local cuisine.
- Semi-private sailing cruises that accommodate groups of up to 15 passengers, providing a social yet personalized experience with stops at volcanic islands and hot springs.
- Luxury yacht cruises featuring all-inclusive, private catamaran experiences with freshly prepared Greek-inspired meals and an open bar.
- Catamaran cruises that offer excursions to key attractions like Red Beach, White Beach, and Nea Kameni, with options for swimming and snorkeling.
- Highly rated sailing experiences known for knowledgeable and friendly guides, safety measures, and memorable moments, especially during sunset tours.
Santorini: Private Sailing Yacht Cruise With Meal & Swimming
One of the standout sailing experiences in Fira is the Santorini: Private Sailing Yacht Cruise With Meal & Swimming. Priced at $786.69 for up to 4 participants, this 5-10 hour cruise allows you to soak in the stunning Santorini scenery from the comfort of a private yacht.
The itinerary includes visits to volcanic islets, swimming in crystal-clear waters, and a BBQ meal featuring grilled chicken, Greek salad, and fresh fruits. You’ll also witness the iconic Oia sunset and have the opportunity to snorkel and relax onboard.
With free cancellation and flexible booking, this cruise is an excellent way to explore Fira’s natural beauty.
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Santorini: Caldera Catamaran Cruise With Meal and Drinks
The Santorini: Caldera Catamaran Cruise With Meal and Drinks whisks visitors away on a captivating 5-hour journey along Santorini’s stunning coastline.
Priced from $146.85 per person, the cruise offers free cancellation and a reserve now, pay later option. Guests can choose from 11 convenient pickup locations before embarking on a voyage that includes stops at the Red Beach, White Beach, and Nea Kameni for swimming, snorkeling, and a BBQ dinner.
The experience includes an onboard buffet, unlimited local drinks, and snorkeling equipment. With an impressive 4.9/5 rating from 199 reviews, this catamaran cruise provides exceptional value and an unforgettable way to explore Santorini’s natural beauty.
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Private Sailing & Wine Tasting on a Sailboat With Sommelier
This private sailing and wine tasting experience on a Santorini sailboat provides an exceptional opportunity for travelers to indulge in the island’s renowned wines while enjoying a captivating 5-hour cruise along the breathtaking Caldera.
Led by a certified sommelier, guests can sample up to 8 different Santorini wines, including local favorites like Assyrtiko, Nykteri, and Vinsanto, accompanied by a fresh Greek/Mediterranean meal.
The tour also includes photo stops at scenic locations, a swim in the warm waters of Thirassia Island, and a stunning view of the Santorini sunset.
With free cancellation, private transportation, and customizable options, this experience offers a truly memorable way to explore Santorini.
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Santorini: Private Yacht Cruise With Open Bar and Meal
Travelers seeking a luxurious and carefree way to explore Santorini’s stunning coastline can indulge in a private yacht cruise with an open bar and delectable meal.
The 5-6 hour excursion boasts a 4.7-star rating from 2,770 reviews, making it a top choice among visitors. Priced at $115.38 per person, the cruise provides the opportunity to sail around Santorini’s iconic caldera, admire the picturesque cliffs, and enjoy a delightful meal paired with unlimited drinks.
This private yacht experience offers a personalized and relaxing way to discover the island’s natural beauty while creating cherished memories.
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Santorini Oia: Caldera Catamaran Cruise With Meal & Drinks
Although a range of sailing experiences are available in Fira, the Santorini Oia: Caldera Catamaran Cruise With Meal & Drinks stands out as a top choice for visitors seeking a luxurious and immersive way to explore the island’s stunning coastline.
Priced from $141.60 per person, this 4-hour cruise offers a morning of sunbathing, snorkeling, and a delicious BBQ meal aboard a luxury catamaran.
Highlights include stops at historic volcanic islets, swimming opportunities, and a visit to the Old Harbor of Fira.
With hotel pickup, unlimited drinks, and high-rated reviews, this cruise provides excellent value and a truly memorable Santorini experience.
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Santorini: All-Inclusive Private Luxury Catamaran Cruise
For those seeking a truly luxurious and private sailing experience in Santorini, the Santorini: All-Inclusive Private Luxury Catamaran Cruise offers an unparalleled opportunity.
Priced from $1,468.49 for up to 4 participants, this 5-hour cruise aboard a private Lagoon 42 catamaran includes a freshly prepared Greek-inspired meal, an open bar, and the chance to explore the island’s volcanic landscapes and crystal-clear waters.
Customizable and led by an English-speaking guide, the cruise allows guests to enjoy a day or sunset sail, snorkel in the caldera, and admire the iconic Red and White Beaches.
With free cancellation up to 24 hours in advance and a convenient pickup service, this premium experience earns a 5/5 rating from previous guests.
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Santorini: Private Sailing Cruise With Meal & Swim Stops
A private sailing cruise in Santorini offers travelers an exceptional opportunity to explore the island’s stunning volcanic landscapes and crystal-clear waters from a unique vantage point.
Priced at $1,153.81 per group of up to 4 people, this 5-hour experience aboard a luxury sailing yacht includes a 3-course meal, an open bar, and the chance to swim in thermal springs and volcanic bays.
Visitors will admire the largest volcanic Caldera from sea level, visit iconic beaches, and enjoy either a morning or evening cruise with sunset views.
Transportation, pickup/drop-off, and wheelchair accessibility make this an accessible and convenient way to experience Santorini’s beauty.
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Paradise in Santorini: Ultimate Private Motor Yacht Cruise
Offering the fastest all-inclusive private motor yacht experience in Santorini, this 3-5 hour cruise presents travelers with a luxurious opportunity to explore the island’s stunning volcanic landscapes and crystal-clear waters.
Priced from $498.24 per person, the tour includes a private transfer, onboard refreshments, and guided commentary on Santorini’s history and geology.
Highlights include swimming and snorkeling at the Red Beach, admiring the Caldera’s scenic views, and enjoying a leisurely lunch or dinner on the island of Thirassia.
With a 5/5 rating from customers, this exclusive yacht experience is perfect for couples, friends, and families seeking a truly unforgettable day in paradise.
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Santorini: Catamaran Cruise With Lunch, Drinks, & Oia Visit
Although Santorini is renowned for its stunning volcanic landscapes and white-washed villages, one of the best ways to experience the island’s natural beauty is through a comprehensive catamaran cruise.
Priced at $157.34 per person, the 5-hour excursion takes guests to iconic destinations like the Santorini Volcano, Caldera, and various beaches. The small-group experience includes a BBQ dinner, open bar, and ample opportunities for swimming and snorkeling.
Positive reviews highlight the crew’s expertise and the quality of the meal, with various dietary options available. With a convenient pickup service and free cancellation, this catamaran cruise is an excellent way to explore Santorini’s stunning coastline.
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Santorini Catamaran Cruise With Swimming, Meal and Open Bar
Set out on a captivating 5-hour catamaran cruise that showcases Santorini’s stunning coastline and volcanic landscapes. Priced at $115.38 per person, this small-group experience includes free cancellation and no upfront payment.
Highlights include swimming in hot springs, snorkeling in crystal-clear waters, and exploring sites like the Red Beach and Santorini Volcano. Savor an onboard meal featuring fresh seafood, meat, and vegetarian options, accompanied by an open bar with local wine and Prosecco.
With roundtrip hotel transfers, experienced crew, and safety equipment, this cruise delivers an unforgettable day on the Aegean Sea. Boasting a 4.9/5 rating from 24 reviews, it’s a must-do activity for visitors to Fira.
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Santorini: Catamaran Caldera Cruise With Meal and Drinks
This captivating 5-hour catamaran cruise allows visitors to explore Santorini’s stunning coastline and volcanic landscapes. Priced from $62.94 per person, the experience includes a visit to the Santorini volcano, swimming and snorkeling at picturesque beaches, and a delicious BBQ meal with open bar.
Highlights include scenic views of Aspronisi, Indian Rock, and the Venetian Lighthouse, as well as a sail to the hot springs to feel the volcanic energy.
With friendly guides, convenient pickups, and high-quality amenities like Wi-Fi and snorkeling gear, this cruise offers an unforgettable way to discover Santorini’s natural beauty.
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Santorini: Motor Yacht Private Cruise With 5-Course Meal
Exclusivity and personalized attention define the essence of a Santorini motor yacht private cruise with a delectable 5-course meal. Priced at Kč 27,801 for up to 6 participants, this 5-10 hour experience offers breathtaking views of the caldera and hilltop villages.
The all-inclusive package features transportation, unlimited drinks, and use of snorkeling gear. Swim stops at the volcano and Mesa Pigadia, with optional visits to Thirassia Island and Ammoundi port.
The flexible itinerary allows for a daytime lunch or sunset dinner cruise. Restrictions apply for guests over 95 or with mobility issues.
With no upfront payment and free cancellation, this private yacht tour promises an unforgettable Santorini sailing adventure.
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Santorini:Private Catamaran Tour With BBQ & Unlimited Drinks
What better way to experience the stunning Santorini coastline than through a private catamaran tour with a mouthwatering BBQ and unlimited drinks?
This 5-hour tour provides a luxurious way to explore the island’s hot springs, white and red beaches. Aboard a modern catamaran, guests can enjoy a 30-minute swim in the warmer waters of the hot springs, savor a freshly prepared BBQ meal, and capture photos at the picturesque Red Beach.
With round-trip hotel transfers, snorkeling equipment, and safety instructions in multiple languages, this tour offers an exceptional value at $1,311.15 per group of up to 4 participants.
Cancellation is free up to 24 hours in advance, and booking is flexible with no upfront payment required.
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Santorini: Motor Yacht Day Cruise With 5-Course Lunch
For those seeking a more intimate and refined sailing experience in Santorini, the Motor Yacht Day Cruise with 5-Course Lunch offers an exceptional opportunity. Priced from €185 per person, this 5-hour excursion promises breathtaking views of the Aegean Sea, the Caldera, and Santorini’s picturesque hilltop villages.
Theres some good a homemade 5-course lunch and unlimited beverages while cruising past iconic sights like the Akrotiri Lighthouse. With a maximum of 14 passengers, the experience prioritizes comfort and safety.
Complimentary transportation, use of snorkeling equipment, and a restroom on board add to the convenience. This cruise is suitable for most travelers, though those over 95 or with mobility challenges may want to consider alternatives.
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Sailing Into Sunset: With La Maia: Elegance & History at Sea
La Maia’s Sailing Into Sunset tour offers an elegant and historic sailing experience in Santorini.
This 5-hour cruise aboard a luxurious yacht features stunning views of the island’s caldera and the Aegean Sea. Guests can savor a 5-course gourmet lunch and an open bar as they sail along the coast.
The tour also includes stops at the Venetian lighthouse and the Red Beach, allowing travelers to swim and explore the volcanic landscape.
With a maximum of 20 passengers, this intimate sailing excursion provides a personalized and memorable way to witness Santorini’s natural beauty at sunset.
Priced from $115.38 per person, it’s a top-rated activity in the area.
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Santorini: 4-Hour Catamaran Tour Starting From Cruise Port
Santorini’s captivating coastline comes alive through the Santorini: 4-Hour Catamaran Tour Starting From Cruise Port. This popular excursion invites visitors to experience the island’s volcanic wonders from the comfort of a luxurious catamaran.
Lasting 4 hours, the tour departs from the Cruise Port and explores Santorini’s stunning caldera, offering breathtaking views of the iconic white-washed buildings and dramatic cliffs. Guests can swim in the hot springs, enjoy a delicious meal, and sip on local wine and drinks.
With a 4.5-star rating from 86 reviews and a price of $27.27 per person, this tour provides an unforgettable way to discover Santorini’s natural beauty from the sea.
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Santorini: Sailing Catamaran Yacht Cruise With Food & Drinks
On the picturesque island of Santorini, the Santorini: Sailing Catamaran Yacht Cruise With Food & Drinks offers an unforgettable 5-hour adventure. Priced from $115.38 per person, this tour includes a bus transfer to Vlychada Marina, a safety briefing, and sailing to highlights like the Red Beach, Mesa Pigadia Beach, Volcano Hot Springs, and Thirassia.
Onboard, guests enjoy a Greek BBQ, an open bar, and beach towels. While not suitable for those with motion sickness or mobility issues, the tour receives an impressive 4.8/5 rating from previous guests who praise the crew’s friendliness and the scenic experience.
Travelers can now reserve this cruise and pay later, with free cancellation up to 24 hours in advance.
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Santorini: Cruise Catamaran With BBQ & Drinks Day of Sunset
For those seeking a more comprehensive sailing experience in Santorini, the Santorini: Cruise Catamaran with BBQ & Drinks Day or Sunset tour offers a well-rounded 5-hour adventure.
Priced from €95 per person, the tour includes pickup, a live English-speaking guide, and a variety of activities such as swimming, snorkeling, and a BBQ dinner with unlimited wine and soft drinks.
Highlights include visits to the Nea Kameni Hot Springs, Red Beach, and White Beach, as well as a stop below Oia for sunset viewing.
With a maximum capacity of 50 guests, this catamaran cruise provides an intimate and enjoyable experience, complete with snorkeling gear, towels, and Wi-Fi onboard.
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Santorini: Full Day Private Sailing Cruise (Day & Sunset)
A full-day private sailing cruise on Santorini’s caldera offers an unparalleled opportunity to explore the island’s breathtaking coastline and witness the renowned Oia sunset.
This 4-5 hour experience, priced from Kč 7,582 per group (reduced to Kč 6,824 for up to 2 people), allows travelers to customize their itinerary and enjoy the crystal-clear waters, imposing volcanic cliffs, and picturesque villages at their own pace.
Rated 4.7 out of 5 stars from 2,770 reviews, the cruise includes a delicious meal and open bar, making it an unforgettable way to experience the beauty of Santorini from the sea.
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Luxury Yacht Cruises in Santorini Island
Luxury yacht cruises in Santorini transport travelers on an unforgettable journey along the island’s stunning coastline.
Visitors can enjoy exclusive catamaran cruises with meals, drinks, and spectacular caldera views. Prices range from £79 to £92 per person for 5-6 hour trips.
For a more personalized experience, travelers can opt for a private luxury rib rental with a captain, starting at £835 for up to 4 people.
These premium sailing experiences allow guests to soak in the Aegean’s beauty in style and comfort, creating cherished memories of Santorini’s iconic landscapes.
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Santorini: Private Sailing Cruises (Day & Sunset)
Visitors seeking a more intimate and personalized sailing experience in Santorini can opt for private cruises that cater to their individual preferences.
These cruises range from 4-5 hours and offer flexibility in itinerary and activities. Prices start at $314.68 per group up to 2 people.
Travelers can choose between day or sunset cruises, with the latter allowing them to witness the breathtaking Santorini sunset from the water.
Private sailing experiences provide a unique opportunity to explore the island’s hidden coves, swim in the volcanic hot springs, and savor local cuisine and drinks, all while enjoying a customized and exclusive nautical adventure.
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Santorini: Semi-Private Sailing Cruise up to 15pax
For travelers seeking a more social yet personalized sailing experience in Santorini, semi-private cruises offer an excellent option.
These cruises accommodate groups of up to 15 passengers, allowing you to enjoy the stunning Santorini coastline and islands in the company of like-minded travelers.
Prices start from $52.45 per person for a 6-10 hour experience, which includes stops at the volcanic islands and hot springs.
With a certified GetYourGuide rating of 4.3 from over 9,400 reviews, these semi-private cruises provide a well-reviewed way to explore Santorini’s natural beauty from the water.
Whether you’re seeking a day trip or a sunset sail, these cruises offer a comfortable and engaging way to experience the island.
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The Sum Up
Santorini offers an array of sailing experiences to suit various preferences. From private yacht cruises with open bars and meals to caldera catamaran cruises with food and drinks, visitors can enjoy the island’s stunning scenery while sailing. Plus, there are options for private sailing and wine tasting, as well as full-day private sailing cruises. These diverse sailing adventures provide a unique and memorable way to explore the beautiful island of Santorini.