From my decades of Mediterranean travels, Santorini’s sailing scene stands among Europe’s finest. The island’s caldera offers two main sailing options: private catamarans and motor yachts. I’m particularly fond of the sunset catamaran cruises – they include tasty barbecue dinners and local wines while showcasing the island’s famous golden hour. For adventurers, half-day caldera trips hit all the right notes with swimming stops and fresh-cooked meals aboard.
I especially recommend “Sunset Oia” and “Caldera Yachting” for their reliable service and expert local crews. Their vessels are well-maintained, and the food consistently impresses – a rare find in tourist-heavy destinations.
Check out these top-rated sailing tours worth your time and money:
Good To Know
- Customizable private sailing experiences on catamarans with professional crew, including meals, drinks, and activities like snorkeling.
- Sunset sailing tours on luxury catamarans and yachts, with BBQ meals, open bars, and stunning views of Santorini’s caldera.
- Half-day and morning sailing tours with unique experiences like visiting volcanic hot springs, swimming, and snorkeling.
- Highly rated sailing tours with excellent customer feedback, including 100% traveler recommendations and 5-star ratings.
- Variety of sailing options catering to different group sizes, budgets, and accessibility requirements.
Customizable Aegean Coast Sailing Cruise In Greece – Santorini
For a customizable Aegean Coast sailing experience in Santorini, Greece, travelers can embark on a private catamaran cruise with a professional skipper and hostess.
This highly-rated tour offers a range of inclusions, such as accommodation in cabins with private bathrooms, complimentary towels, snorkeling and safety equipment, fuel surcharge, and all meals and drinks.
Pickup and drop-off at the hotel or specified port are complimentary, and the tour is non-refundable.
Travelers should bring essential items like sunscreen, swimsuit, and a windbreaker.
With an overall rating of 5.0 based on 136 reviews, this private sailing experience is an excellent way to explore the Aegean coast in Santorini.
Read our full review: Customizable Aegean Coast Sailing Cruise In Greece – Santorini Review
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Sunset Sailing Catamaran Cruise in Santorini With BBQ and Drinks
The Sunset Sailing Catamaran Cruise in Santorini offers travelers an unforgettable experience exploring the stunning coastline of the Aegean island.
With a 4.5-star rating and a Badge of Excellence, this daily cruise accommodates up to 55 passengers, providing roundtrip transfers, a barbecue meal, complimentary drinks, and snorkeling equipment.
Guests can enjoy the warm waters of the hot springs and the breathtaking sunset views while the crew ensures a safe and cheerful experience.
The cruise features a map with information on landmarks, safety instructions in multiple languages, and a lively atmosphere with music on board.
Priced from $84.86 per person, this sunset sailing adventure is a must-do activity for visitors to Santorini.
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Santorini Luxury Catamaran Day Cruise With BBQ,Drinks,Transfer
Travelers seeking a luxurious and relaxing day on the Aegean Sea can embark on the Santorini Luxury Catamaran Day Cruise, a highly-rated experience that boasts a 4.9-star rating from 148 reviews.
The cruise offers a full Greek BBQ meal, free drinks, and snorkeling equipment, all while providing stunning views of Santorini’s coastline. With a maximum of 20 travelers, the cruise ensures an intimate and personalized experience.
Highlights include the professional and friendly crew, spacious boat, and memorable moments.
While some reviewers note the price and boarding process could be improved, the overall consensus is that this cruise offers a unique and relaxing way to explore the beauty of Santorini.
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Sunset Caldera Sailing Cruise
After experiencing the luxurious Santorini Luxury Catamaran Day Cruise, travelers can now embark on the Sunset Caldera Sailing Cruise, a 5-hour journey that takes them from Vlychada Marina to the stunning volcanic caldera of Santorini.
The cruise offers a range of activities, including swimming, snorkeling, and exploring the island’s hot springs. Guests can enjoy a fresh BBQ dinner and witness the breathtaking sunset views.
With a maximum of 10 travelers, the cruise provides an intimate setting and knowledgeable guides who share interesting facts about the island. Highly recommended by 95% of travelers, this experience is a must-do for those seeking a relaxing and memorable sailing adventure in Santorini.
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Beautiful Day Catamaran Caldera Cruise Incl. Meal & Drinks
Offering an idyllic day on the azure waters of the Santorini caldera, the Beautiful Day Catamaran Caldera Cruise provides an unforgettable experience for travelers seeking a relaxing and indulgent sail.
With a maximum of 16 passengers, this highly recommended tour boasts a 94% satisfaction rate. Guests can enjoy a delicious Greek lunch, an open bar, and three swimming spots with snorkeling equipment.
The attentive crew delivers excellent service, and the scenic views and sunset make for a memorable journey.
While some concerns have been raised about safety measures and crew attitude, the overall experience is praised as a highlight of any Santorini trip.
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Santorini Private Sunset Sailing Tour With Dinner, Drinks &Transfer Included
For those seeking an unforgettable sunset experience in Santorini, the Private Sunset Sailing Tour with Dinner, Drinks & Transfer delivers an intimate and personalized journey.
Rated 5 stars by travelers, this private tour offers hotel pickup, a knowledgeable local captain, and a delectable dinner with drinks.
Guests rave about the tour’s comfortable atmosphere and the captain’s efforts to ensure a memorable experience.
With 106 reviews and a 98% recommendation rate, this sunset sail is a top choice for those wanting to enjoy Santorini’s stunning scenery and indulge in the island’s culinary delights while enjoying an exclusive excursion.
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Santorini Private Sunset Catamaran Cruise
Santorini Private Sunset Catamaran Cruise offers travelers a luxurious sailing experience to witness the island’s famous sunset. This private tour accommodates up to eight guests, providing a chance to explore secluded bays and volcanic hot springs.
Guests can enjoy an authentic Greek meal prepared on board, complemented by snacks, local wine, and alcoholic beverages. The cruise includes snorkeling equipment, restrooms, and WiFi.
With a perfect 5.0 rating from 96 reviews, travelers consistently praise the crew’s professionalism, the quality of the food, and the overall experience.
Though not wheelchair accessible, the cruise is an excellent option for most travelers seeking a stunning sunset sailing adventure in Santorini.
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Private Motor Yacht Cruise in Santorini
Travelers seeking a private and personalized sailing experience in Santorini can opt for the Private Motor Yacht Cruise, which offers a range of flexible trip options to suit their preferences.
With a 97% recommendation rate and 142 reviews, this cruise provides an opportunity to explore secluded beaches, historic lighthouses, and landmarks like the Saint Nicolas chapel and Venetian lighthouse.
Guests can enjoy swimming, sunbathing, snorkeling, and excursions to hot springs, along with a delectable barbecue lunch or dinner featuring local specialties.
The cruise includes complimentary hotel pickup and drop-off, as well as all necessary equipment and amenities, ensuring a seamless and memorable experience on the picturesque Aegean Sea.
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The Shared Catamaran Half Day Cruise in Santorini offers travelers a chance to experience the breathtaking scenery of the Aegean Sea aboard a comfortable and well-appointed sailboat.
With a maximum of 16 travelers, the cruise provides a semi-private experience, though some guests have noted it’s not as exclusive as expected.
The cruise features spectacular views of the caldera, volcano, and sunset, as well as opportunities for swimming and snorkeling.
Guests can enjoy unlimited beverages and a dinner featuring homemade Greek foods.
The experience has received overwhelmingly positive reviews, with travelers highlighting the friendly crew and the overall enjoyment of the tour.
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Private Morning Tour Lagoon 400-380 Sailing in Santorini ,Lunch, Drink, Transfer
Though the Shared Catamaran Half Day Cruise offers a memorable Santorini experience, the Private Morning Tour Lagoon 400-380 Sailing provides an even more personalized and comprehensive adventure.
Accommodating up to 13 passengers, this private half-day cruise includes highlights like swimming, snorkeling, and exploring the island’s hot springs and scenic beaches. Guests can enjoy a barbecue lunch with vegetarian options, complimentary drinks, and personalized service from the English-speaking crew.
With 100% traveler recommendation, this tour is a perfect choice for couples and groups seeking a customized sailing experience in Santorini. Featuring flexible cancellation policies and comprehensive inclusions, it’s an excellent way to make the most of one’s time on the island.
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Santorini Private Daytime Sailing Tour With Meal, Drinks &Transfer Included
For those seeking a personalized and immersive sailing experience in Santorini, the Santorini Private Daytime Sailing Tour offers an unparalleled opportunity.
Highly recommended by 100% of travelers, this tour provides a perfect 5.0 rating. Priced at ₹49,329.61 per person, the tour includes hotel pickup and drop-off, a knowledgeable local guide, and a delicious meal with unlimited drinks.
Passengers can enjoy breakfast, lunch, and dinner while taking in the stunning Santorini coastline. The tour’s flexibility, with multiple pickup points, makes it accessible for most visitors.
Positive customer reviews highlight the exceptional hospitality and customized experiences, making this sailing tour a must-try for those seeking an unforgettable day on the Aegean Sea.
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Roam the Caldera With a Private Motor Yacht
An unparalleled opportunity for visitors to Santorini lies in roaming the captivating Caldera aboard a private motor yacht.
This 42-foot Targa yacht tour offers a 5-hour experience with a 100% traveler recommendation and a Badge of Excellence. Guests can enjoy snorkeling, relaxation, and visits to Indian Rocks and the Venetian Lighthouse, culminating in a delightful lunch on Thirasia Island.
The tour includes alcoholic and non-alcoholic beverages, a delectable lunch, snorkeling equipment, and even towels and gratuities. With a moderate fitness level required, this private tour ensures an unforgettable journey through Santorini’s stunning landscape, catering to a maximum of your group.
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Motor Yacht Sunset Cruise With Gourmet 5-Course Dinner
Santorini’s breathtaking sunsets provide the perfect backdrop for a luxurious motor yacht cruise accompanied by a gourmet 5-course dinner.
The Oniro yacht offers an intimate experience, limited to just 14 travelers. The all-inclusive package includes swimming and snorkeling stops, hotel transfers, and a wide selection of beverages.
While reviewers praise the friendly staff and delicious food, some note concerns about timing and temperature issues.
This sunset cruise is highly recommended for those seeking a relaxed and beautiful experience, though it may not be suitable for wheelchair users.
Improvements could be made to the snack offerings and cocktail selection.
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Santorini Caldera Private Sailing Boat Cruise
Santorini Caldera Private Sailing Boat Cruise offers a unique and intimate way to explore the stunning volcanic landscapes of Santorini. Rated 5.0 with 94% of travelers recommending this tour, it provides a private sailing experience for groups of up to 4 people.
Guests can enjoy a delectable lunch or dinner featuring BBQ, seafood, and vegetarian options, along with an open bar. Activities include snorkeling, sunset viewing, and music during the cruise, all while learning about Santorini from the knowledgeable crew.
With complimentary transportation, equipment, and special arrangements available, this sailing tour promises a truly memorable experience in the picturesque Aegean Sea.
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3-Hour Private Sailing and Snorkeling Adventure From Fira
The 3-Hour Private Sailing and Snorkeling Adventure from Fira provides a personalized and immersive experience along Santorini’s captivating coastline.
Guests can enjoy a private cruise, swim in hot springs, and snorkel in clear waters, all while learning about the island’s volcanic history. The tour includes traditional Greek refreshments and equipment, and ends back at the Santorini Old Harbor in Fira.
With 100% traveler recommendation and a Badge of Excellence, this excursion offers great value compared to non-private tours.
Reviewers highlight the friendly, knowledgeable guides and the peaceful, exclusive atmosphere, making it an ideal choice for families and couples seeking a unique Santorini adventure.
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Though the Deluxe Santorini Sailing with BBQ and Drinks Shared Tour may cost slightly more than other sailing excursions, it offers a truly luxurious and memorable experience.
With a maximum of 18 travelers, the tour provides a delightful setting for a relaxing day on the water. Theres some good a barbecue, unlimited drinks, and snorkeling, all while taking in the stunning Santorini scenery.
The tour earns high praise from 98% of travelers and boasts a Badge of Excellence. While there have been a few complaints about towels and dietary options, the overall experience is consistently described as incredible, with stunning sunsets and a friendly, attentive crew.
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Santorini Platinum Catamaran Cruise With Meal, BBQ and Open Bar
Offering an exhilarating way to explore Santorini’s captivating coastline, the Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar has captivated travelers with its exceptional experience.
With a remarkable 98% traveler recommendation based on 562 reviews, this morning or sunset cruise promises a stable ride on a catamaran, allowing passengers to enjoy swimming, snorkeling, and soaking in the hot springs.
The cruise also includes a BBQ lunch, local wines, and stunning sunset views. While some have noted occasional overcrowding and limited seating, the overall feedback praises the quality of the crew, food, and the breathtaking scenery.
Priced from €110 per person, the experience offers free cancellation and flexible rescheduling options.
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Sailing Catamaran Cruise in Santorini With BBQ, Drinks and Transfer
Providing an exhilarating way to explore Santorini’s captivating coastline, the Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer has garnered a Badge of Excellence with 458 reviews.
Guests can spend the day sailing around the island, taking in views of beaches, bays, and volcanoes. They’ll have the opportunity to swim at hot springs, Red Beach, and White Beach, and indulge in a delicious barbecue with unlimited drinks onboard.
The tour includes roundtrip transfers, snorkeling equipment, and an English-speaking crew. With daily departures and a maximum of 55 passengers, this cruise offers a well-rounded Santorini experience.
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Santorini Small-Group Catamaran Sailing Trip(Bbq,Drinks, Transfer)
For those seeking an intimate and exhilarating sailing experience in Santorini, the Santorini Small-Group Catamaran Sailing Trip with BBQ, Drinks, and Transfer is an excellent choice.
This highly-rated tour, with a maximum capacity of 14 guests, offers daily departures from all accommodations in Santorini. The experience includes visits to iconic landmarks like Red Beach, White Beach, and a historic lighthouse, along with a soak in the volcanic hot springs.
Guests can enjoy a delicious Greek BBQ, drinks, and relax to music on board. With positive reviews highlighting the quality of the food, friendly crew, and stunning views, this small-group catamaran trip provides an unforgettable way to explore Santorini’s stunning coastline.
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Semi-Private Luxury Santorini Catamaran Cruise With BBQ on Board and Drinks
The Semi-Private Luxury Santorini Catamaran Cruise with BBQ on Board and Drinks takes the sailing experience in Santorini to a whole new level.
With a maximum of 20 travelers, this intimate cruise offers an unparalleled way to explore the stunning Aegean Sea. Guests can enjoy a delicious BBQ along with local wines, beers, and cocktails as they take in the breathtaking Santorini scenery.
The cruise includes complimentary hotel pickup and drop-off, towels, snorkeling gear, and all fees.
With a 96% traveler recommendation and a Badge of Excellence, this cruise is a must-try for those seeking a luxurious and memorable sailing adventure in Santorini.
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Santorini Sunset Luxury Sailing Catamaran Cruise With BBQ, Drinks, Transfer
The Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, Drinks, and Transfer offers an unparalleled opportunity to witness the island’s breathtaking volcanic beauty and the renowned Santorini sunset.
Boasting 915 reviews and a 96% traveler recommendation, this cruise features morning or afternoon options, allowing guests to explore the island’s red and white sand beaches, snorkel, and soak in volcanic hot springs.
The experience includes round-trip hotel transfers, a fresh Greek barbecue menu, unlimited drinks, and snorkeling equipment.
With a maximum of 20 passengers, the cruise provides a more intimate setting, as highlighted by the positive feedback on the personal touch and well-organized experience.
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Santorini Classic Catamaran Cruise With Meal Drinks and Transfers
This Santorini Classic Catamaran Cruise with Meal, Drinks, and Transfers offers a comprehensive half-day excursion along the island’s picturesque coastline.
With a maximum of 24 passengers, the cruise provides an intimate experience. Highlights include exploring volcanic islands, swimming at the Santorini Hot Springs, and enjoying a delicious buffet lunch or dinner with local wine.
The cruise also includes complimentary hotel transfers, snorkeling equipment, and all taxes and fees.
Based on exceptional reviews, this catamaran cruise is an excellent choice for travelers seeking a relaxing and scenic way to experience the best of Santorini’s natural beauty.
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Sailing Sunset Tour
Santorini Caldera Sunset Sailing Cruise with Dinner and Wine offers travelers a breathtaking opportunity to witness the island’s famous sunset from the comfort of a boat.
This 4.5-star rated tour operated by Calderas Boats Santorini Sea Excursions takes guests on a guided hike to explore Santorini’s volcanic history, followed by a relaxing soak in the hot springs.
The experience culminates with a Greek buffet dinner and wine as the sun dips below the horizon.
While the tour receives positive reviews for its scenic beauty and friendly staff, some guests note issues with chaotic pickup and limited shaded seating on the boat, suggesting room for improvement.
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Santorini Private Daytime Sailing Cruise With Meal, Drinks &Transfer Included
Travelers seeking a private, immersive sailing experience in Santorini can embark on a daytime cruise that offers stunning views, a tasty meal, refreshing drinks, and convenient transportation.
Recommended by 100% of travelers with a 5.0 overall rating, this private tour includes a local guide/captain, hotel pickup and drop-off, and vegetarian options upon request.
Flexible meeting options and pickup details are provided, and confirmation is received at booking.
While not wheelchair accessible or recommended for pregnant travelers, the cruise is suitable for most participants.
Priced from $577.93 per person, the tour offers free cancellation up to 24 hours before the experience.
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Santorini Luxury Catamaran Sunset Cruise With BBQ, Drink and Transfer
Stepping aboard the Ipanema 58 catamaran, guests embark on a luxurious sunset cruise along Santorini’s renowned caldera. This 5-star experience boasts a 94% recommendation rate and a Badge of Excellence.
Guests can soak in volcanic hot springs, swim and snorkel at stunning beaches, and savor a homemade Greek barbecue lunch with free-flowing drinks. The spacious deck lounges and attentive crew create an unforgettable ambiance, while the famous Santorini sunset adds to the magic.
With a maximum of 20 travelers, this tour offers a comfortable and personalized experience. While some have noted occasional issues with transfers and food quality, the overwhelming consensus praises the excellent service, delicious cuisine, and breathtaking scenery.
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Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Cruise?
Passengers are typically allowed to bring their own food and drinks on board the cruise, though some restrictions may apply. It’s best to check with the cruise operator beforehand to ensure you can bring your preferred items.
What Is the Maximum Capacity of the Sailing Vessels?
The maximum capacity of the sailing vessels typically ranges from 10 to 25 passengers, though it can vary depending on the specific vessel and tour operator. Passengers should check with the tour provider for details on the vessel’s capacity.
Are There Any Age or Physical Restrictions for the Tours?
Most sailing tours in the area don’t have strict age or physical restrictions, though some activities may be better suited for able-bodied participants. Guests should check with the tour operator for specific details on accessibility and suitability.
Can I Customize the Itinerary or Duration of the Sailing Trip?
Yes, many sailing tours in Santorini allow you to customize the itinerary and duration to fit your preferences. Operators are often willing to accommodate special requests, so you can craft a personalized sailing experience.
Are There Any Additional Fees or Taxes Not Included in the Price?
Yes, there may be additional fees or taxes not included in the base price of a sailing trip in Santorini. Travelers should check with the tour operator to understand all the costs upfront before booking their adventure.
The Sum Up
Santorini’s breathtaking coastline and caldera offer a range of sailing experiences, from customizable cruises to luxurious catamarans. Visitors can enjoy stunning sunsets, delicious meals, and complimentary drinks while exploring the island’s beautiful waters. Whether you’re seeking a leisurely day or a romantic evening, Santorini’s sailing tours provide an unforgettable way to experience the island’s natural beauty.