Santorini is famous for its dramatic cliffs, colorful beaches, and stunning sunsets, but what makes it truly special is the way its landscape transforms from the water. Sailing in Santorini offers a unique perspective that land-based tours can’t match. Imagine gliding past the iconic Red and White beaches, soaking in volcanic hot springs, and sipping local wine as the sun dips below the horizon. The cruising options are plentiful and diverse, appealing to everyone from budget travelers to those seeking maximum luxury. Our favorites include the Gold Catamaran Cruise for its lively atmosphere and comprehensive itinerary, and the Private Catamaran for those looking for exclusivity.
Below, you’ll find a curated list of the 15 best sailing experiences in Santorini. From half-day adventures to luxurious private charters, each offers something special for different types of travelers and budgets.
1. Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar
At number 1, the Santorini Gold Catamaran Cruise stands out for its perfect blend of fun, scenery, and value. For around $136 per person, this 5-hour trip packs in stops at the Red and White beaches, where you can swim, snorkel, or just relax on deck. The boat’s onboard BBQ and unlimited white wine are highlights, making it a very social experience. Guests mention how friendly and attentive the crew is, with many describing it as their favorite day of the trip. The guide shares stories about the imposing volcano and rock formations, adding depth to the scenery. The hot springs dip is a must, and the snorkeling waters are crystal clear.
Bottom line: This cruise offers a lively, all-in-one experience perfect for travelers wanting good food, great views, and a spirited atmosphere.
2. Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer
Number 2 on our list is a luxury experience costing about $127.44 per person. This 5-hour cruise explores the Aegean in style, with stops at Red Beach, the volcanic hot springs, and the picturesque Thirassia Island. The highlight is watching the sunset from the water, a moment many say is unforgettable. Included hotel pickup and drop-off make logistics seamless, and the onboard Greek barbecue, with unlimited soft drinks, beer, and wine, makes it a decadent choice. Guests rave about the attentive crew and the intimate setting, especially when the sun dips low.
Bottom line: Ideal for couples or anyone seeking a more refined, less crowded vibe while still enjoying the island’s best sights and flavors.
3. Half Day Premium Catamaran Cruise in Santorini including Oia
At number 3, this small-group luxury cruise costs about $185.37 per person and lasts roughly 5 hours. It’s perfect for those wanting an intimate experience with fewer people. The tour includes stops at Red Beach, Thirasia Island, and the Venetian lighthouse, plus a swim at the volcano’s healing waters. The cruise concludes with a stunning sunset in Oia, with a BBQ dinner and open bar onboard. Guests highlight the personal attention and the delicious meal, often citing it as a highlight.
Bottom line: This tour is best for travelers seeking exclusivity and a more relaxed pace, with premium service and spectacular scenery.
4. Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar
Number 4 features the Santorini Platinum Catamaran, a well-rounded 5-hour tour at about $115.86. It stops at Red and White beaches, the volcano, and Thirasia, with swimming, snorkeling, and relaxing in volcanic hot springs. The onboard BBQ with wine and beer, combined with the small group size, creates a cozy yet lively atmosphere. Guests mention excellent service and a delicious seafood and grilled dinner. The itinerary balances sightseeing and leisure, making it suitable for families and couples alike.
Bottom line: A great value option packed with classic sights, tasty food, and a friendly crew, perfect for those wanting a comprehensive half-day adventure.
5. Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers
Number 5 offers ultimate privacy and personalized service for about $521 per person. This private cruise includes hotel transfers, making it ideal for special occasions or travelers who want total control over their itinerary. You can choose between daytime or sunset cruises, stopping at secluded beaches like White Beach and enjoying dips in undersea hot springs. The onboard BBQ and unlimited drinks make it a feast for the senses. Guests say the experience is “absolutely fabulous,” often mentioning the exclusivity as well worth the price.
Bottom line: Best suited for honeymooners, groups celebrating, or anyone wanting a tailor-made, luxurious day at sea.
6. Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup
Coming in at number 6, this Gold Catamaran is a budget-friendly option at around $106.64. It offers a 5-hour cruise with stops at Red Beach and the caldera hot springs, plus time for swimming and snorkeling in the crystal waters. The tour includes lunch or dinner, with vegetarian options, and transfers from your hotel. Guests appreciate the friendly crew and the flexible schedule, making it a reliable choice for those wanting a full experience without breaking the bank.
Bottom line: A practical pick for travelers who want a complete day at sea with good food and convenient pickups.
7. Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer
Number 7 showcases the Ipanema 58 luxury catamaran for about $150.61. This cruise stands out for its upscale vibe, with spacious decks and personalized service. It includes a soak in mineral springs, snorkeling at the Red and White Beaches, and a delicious BBQ lunch. The highlight is watching the sunset from the water, with the crew providing attentive service. Guests describe it as “one of the most luxurious ways to see the island,” perfect for those who want style and comfort combined with incredible scenery.
Bottom line: Ideal for travelers who want the finest onboard experience and picturesque sunset views.
8. Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks
Number 8 offers a relaxed, scenic cruise for about $91.73, focusing on the sunset experience. This tour includes stops at the hot springs, Red and White beaches, and the caldera, with a tasty BBQ dinner and unlimited drinks. The flexible pickup and drop-off from your hotel make it convenient. Guests mention how peaceful and enjoyable the trip is, especially watching the sun set over Oia from the deck.
Bottom line: Perfect for sunset lovers and those wanting a laid-back, scenic cruise with good food and drinks.
9. Santorini Caldera Sailing Tour with BBQ Lunch and Drinks
Number 9 combines a full 5-hour cruise with a choice of day or sunset tour for $220.13. It covers all the classic sites—the Red and White beaches, volcanic hot springs, and the volcanic islands. The BBQ meal with unlimited soft drinks, beer, and wine is a standout feature. The tour’s flexible timing suits different schedules, and the small group size offers a more personal touch. Many reviewers praise the professional crew and the quality of the food.
Bottom line: Great for travelers wanting a comprehensive, flexible experience with excellent food and scenic stops.
10. Santorini Small-Group Catamaran Sailing Trip (BBQ, drinks, transfer)
Number 10 offers a cozy, 5-hour sailing adventure around Santorini for about $150.61. The small-group setting ensures personalized attention, with stops at Red Beach, White Beach, the volcanic hot springs, and Thirasia. Guests love the lively atmosphere, good food, and stunning views. The inclusion of hotel transfers makes it a hassle-free option. One reviewer notes the crew’s friendliness and the great balance of sightseeing and relaxation.
Bottom line: This tour is excellent for those wanting a friendly, intimate experience with plenty of swimming and snorkeling.
11. Santorini Catamaran Cruise with Fresh Meal and Open Bar
Number 11 features a half-day small-group cruise at around $148.30. It offers a combination of swim stops at Red Beach and the volcanic hot springs, plus an onboard fresh meal and unlimited wine and beer. The itinerary is flexible, with options for sunset or daytime, and includes transfers. Reviewers describe it as “wonderful,” highlighting the friendly crew and excellent food.
Bottom line: Perfect for travelers seeking a relaxed, well-rounded experience with quality food and scenic water-based views.
12. Santorini Luxury Catamaran Day Cruise with BBQ, drinks, transfer
Number 12 offers a luxurious day out on a private yacht for about $191.87. It includes stops at the Red and White beaches, the volcanic islands, and the hot springs, with a focus on comfort and exclusivity. Guests comment on the superb service, tasty BBQ, and the chance to avoid crowds. The inclusion of hotel transfers makes logistics simple.
Bottom line: For travelers wanting an upscale, private experience with flexibility and personalized service, this cruise is hard to beat.
13. Santorini Adventurous Catamaran Experience with Snorkeling
Number 13 combines adventure and intimacy in a 5-hour group tour, limited to 16 people, for $111.64. It includes swimming at the Red and White beaches, snorkeling at the volcano, and optional sunset or daytime cruises. Reviewers love the vintage sailboat, the laid-back atmosphere, and the all-inclusive drinks. It’s perfect for active travelers who want to explore without a big crowd.
Bottom line: A lively, engaging option for those who want a fun, small-group adventure with plenty of swimming and snorkeling.
14. Private Motor Yacht Cruise with BBQ, Open Bar & Transfers
Number 14 is the ultimate in privacy and customization, at around $930 per person. This private motor yacht offers a full 5-hour day of swimming, snorkeling, and relaxing in secluded beaches like White Beach. The inclusion of a private skipper and personalized itinerary makes it ideal for special occasions or families. Reviewers praise the attentive service and the flexibility.
Bottom line: Best for those seeking a tailored, high-end experience with complete control over their day at sea.
15. Island Hopping: Santorini Catamaran Charter Cruise with a skipper
Finally, the Island Hopping private charter is a seven-day adventure for up to 10 people, with costs over $8,500. It’s perfect for travelers wanting total flexibility and a custom route through the Greek islands. You can visit any spot you like, stay overnight in private cabins, and enjoy a tailored experience with a dedicated crew. Reviewers note the personalized service and the ability to explore at your own pace.
Bottom line: Ideal for groups or families wanting a bespoke, multi-day sailing holiday.
How to Choose Your Perfect Santorini Sailing Experience
When selecting a tour, consider your budget, desired level of luxury, and how much activity or relaxation you want. For instance, if you’re after a lively atmosphere with lots of swimming and eating, the Gold Catamaran is hard to beat. For those seeking exclusivity and privacy, the Private Catamaran is unbeatable. Budget travelers might prefer the Gold or Platinum cruises, while adventure-seekers will love the small-group snorkel trips.
Booking early, especially for popular sunset tours, ensures you get your preferred time slot and the best seats. Consider the time of year—mid-summer is busy, but shoulder seasons like late spring and early fall often provide a quieter, more relaxed experience.
Final Thoughts
Santorini offers a stunning array of sailing options, each tailored to different tastes and budgets. If you want a lively, social day at sea, the Gold Catamaran Cruise is a fantastic choice. Those seeking privacy and luxury will find the Private Catamaran perfect. For families or small groups, the Small-Group Cruise balances intimacy and fun with great value.
No matter which one you choose, booking your sailing adventure early will ensure you enjoy Santorini’s stunning waters at the best possible time. A day on the water is a highlight you’ll remember long after your trip ends—so pick the experience that suits your style and set sail.