Santorini’s iconic volcano, cliffs, and stunning caldera make it one of the most photogenic and captivating islands in Greece. While lounging on its famous black sand beaches is wonderful, sailing offers a completely different perspective—gliding past volcanic islands, swimming in thermal springs, and catching unforgettable sunsets from the open sea. Our favorite is the Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music, which combines lively atmosphere, delicious food, and fantastic snorkeling in just five hours. Perfect for couples or groups seeking a relaxed, fun experience with plenty of local flavor.
For those wanting a touch of luxury, the Luxury Catamaran Day Trip with Meal and Open Bar offers a more upscale outing, with a fine Greek meal, unlimited drinks, and stops at volcanic hot springs. If privacy is your priority, the Private Catamaran Cruise with BBQ Meal and Drinks lets you customize your day at sea, away from the crowds. No matter your style, Santorini’s sailing tours promise a memorable way to experience this island’s natural beauty.
Quick Overview
Santorini is a prime destination for sailing adventures because of its dramatic caldera, volcanic islands, and the chance to swim in natural hot springs. The list below highlights a variety of cruise options, from lively group tours with BBQ dinners to luxurious private charters, all showcasing the island’s rugged coastline and breathtaking sunsets. Whether you want a family-friendly trip, a romantic sunset cruise, or a private indulgence, there’s something here for you. Now, let’s explore each of these top-rated sailing experiences in detail.
1. Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music
At number 1, this 5-hour cruise combines the joy of sailing with a lively atmosphere—think cheerful music, swimming, snorkeling, and a barbecue dinner. You’ll glide along Santorini’s coast, with stops to swim at the famous Red Beach and White Beach, and enjoy the stunning sunset. The unlimited white wine and soft drinks make it a relaxed, convivial experience. The reviews highlight how much fun people have—snorkeling, dancing, and relaxing with great staff making everything run smoothly. For a more affordable option that’s still packed with highlights, the $89.21 per person price offers excellent value. This tour is best suited for travelers wanting a lively, social day on the water, with good food and music.
Bottom Line: A perfect choice if you want a fun, inclusive cruise with great snorkeling, a tasty BBQ, and a sunset vibe that’s hard to beat.
2. Santorini: Luxury Catamaran Day Trip with Meal and Open Bar
Number 2 on our list offers a more refined experience with the Luxury Catamaran Day Trip with Meal and Open Bar. For around $124, you get a luxury vessel, a full Greek meal, and an open bar with unlimited drinks. The cruise includes swimming in hot springs, snorkeling by the Red and White Beaches, and scenic photos of the caldera. Guests praise the seamless organization and attentive crew, making it a favorite for those seeking comfort and style. The optional sunset viewing adds a memorable end to a day of premium relaxation and exploration.
Bottom Line: Ideal for travelers who want a sophisticated, all-inclusive experience with top-notch service, excellent food, and plenty of opportunities to swim and snorkel.
3. Santorini: Catamaran Tour with BBQ Meal and Unlimited Drinks
This 5-hour luxury cruise offers a balance of comfort, fun, and value. Starting at $147 per person, it includes stops at two beaches for swimming and snorkeling, plus a barbecue meal with unlimited wine, beer, and soft drinks. Guests consistently rave about the friendly crew and tasty food—one reviewer called the chef’s BBQ “delicious.” The tour’s highlight is the chance to sail near the volcano, enjoy panoramic views, and relax on deck while sipping drinks. The inclusion of hotel transfers and flexible itineraries makes it a hassle-free and memorable experience.
Bottom Line: A solid pick for those wanting a luxury feel, good food, and multiple swimming stops without breaking the bank.
4. Santorini: Catamaran Cruise with Meals and Drinks
Number 4 is a small group cruise that combines luxury and authenticity. For $79, the cruise departs in the morning or afternoon, with swimming, snorkeling, and a BBQ buffet included. Many reviews mention the friendly crew, good food, and the chance to watch the sunset from Oia if you opt for the sunset version. The boat’s size allows for a more intimate atmosphere, making it perfect for couples or small groups wanting a relaxed day at sea.
Bottom Line: Best suited for travelers looking for a smaller, more personal cruise experience with excellent value.
5. Santorini: Catamaran Caldera Cruise with Meal and Drinks
Number 5 offers a luxurious experience with stops at Red and White Beaches, swimming, snorkeling, and a delicious onboard meal. The 5-hour cruise includes relaxing in the volcanic hot springs and enjoying stunning views of the caldera. Guests love the opportunity to swim in the volcano’s warm waters and the scenic photos of the caldera at sunset. Plus, the onboard BBQ with wines and soft drinks makes for a relaxed, indulgent day.
Bottom Line: Perfect for travelers who want a comprehensive, high-end sailing experience with plenty of opportunities for swimming and sightseeing.
6. Santorini: Platinum Catamaran Cruise w/ BBQ Meal & Open Bar
This 5-hour cruise stands out for its luxury focus and exclusive itinerary. It includes stops at Thirasia, the Red and White Beaches, and the secret island of Thirasia, with snorkeling gear included. The itinerary also features scenic passes, guided tours, and relaxing moments on board with scenic views. Guests praise its professional crew, with reviews highlighting the great food, wine, and the chance to avoid crowds for the sunset. The boat’s itinerary involves multiple scenic stops, making it ideal for those wanting variety and a taste of adventure.
Bottom Line: Suited for travelers who want a premium, semi-private experience with a detailed itinerary and top-tier service.
7. Santorini: Private Catamaran Cruise with BBQ Meal and Drinks
For exclusive privacy, number 7 offers a private cruise for up to 4 people at $1,286. This customizable experience includes swimming, snorkeling, and a delicious BBQ meal on a spacious, modern vessel. Guests rave about the personalized service and flexibility—your own captain and crew tailor the day to your wishes. The reviews mention how relaxing and luxurious this experience feels, perfect for special occasions or romantic getaways.
Bottom Line: The best option if you seek total privacy, customization, and a truly exclusive sailing adventure.
8. Santorini: Private Catamaran Cruise with Food & Drinks
Number 8 is similar but slightly more affordable at $154 per group, providing a private experience with food, drinks, and snorkeling. It’s ideal for small groups or families wanting a quiet, tailored day on the water. The reviews emphasize friendly staff and delicious food, with many noting this as the highlight of their trip. The customized route ensures you see the best sights at your pace.
Bottom Line: Perfect for small groups that want a private, relaxed day with personalized service.
9. Santorini: Catamaran Cruise with Meal & Open Bar
This 5-hour cruise offers a small group experience with dining and drinks included. The reviews mention friendly staff, delicious food, and swimming in beautiful spots like Red Beach. The cruise’s flexible itinerary and attentive crew make it a great choice for travelers seeking a lively but relaxed atmosphere with plenty of opportunities to swim and socialize.
Bottom Line: For those wanting a balanced experience of sightseeing, swimming, and good food in an intimate setting.
10. Santorini: Catamaran Cruise with Food and Drinks
Number 10 features a 5-hour day or sunset cruise with snorkeling, swimming, and a Greek buffet on board. Guests love the scenic routes around the caldera, and many reviews mention the delicious meals and friendly crew. It’s a versatile choice for travelers who want a full day of activity, relaxation, and sightseeing.
Bottom Line: Great for travelers who want a flexible, enjoyable day on the water with excellent food and scenic views.
11. Santorini: Luxurious Catamaran Cruise with Meal & Open Bar
This upscale cruise features a small group of up to 20 people, with fine dining, snorkeling, and hot springs visits. Its elegant atmosphere and premium amenities make it suitable for special occasions or travelers who want the best of the best.
Bottom Line: For those seeking luxury, exclusivity, and top-tier service in a relaxed setting.
12. Santorini: Morning Sailing Cruise with Meal
Number 12 offers a relaxed morning cruise with swimming, snorkeling, and scenic caldera views. Priced at $131, it works well for early risers who want to beat the heat and enjoy a quiet, tranquil experience. Many reviews praise the friendly crew and delicious BBQ, making it a favorite for daytime explorers.
Bottom Line: Best for travelers wanting a peaceful, scenic morning at sea with good food.
13. Santorini: Majestic Catamaran Cruise with Meal and Drinks
Number 13 combines comfort and spectacular views. Its spacious design and sunset views make it ideal for a romantic or family day. The included BBQ and wine add to the relaxed, high-end vibe, with reviews noting the excellent service and beautiful scenery.
Bottom Line: Excellent for travelers who want a luxurious, spacious vessel with sunset views and a relaxed atmosphere.
14. Santorini: All-Inclusive Private Catamaran Experience
This full-day private cruise at around $2,064 offers complete customization, from sights to meal preferences. It includes swimming, snorkeling, hot springs, and dining in privacy. Guests highlight the personalized itinerary and exceptional service.
Bottom Line: Designed for groups or couples seeking total privacy, flexibility, and a tailored experience.
15. Santorini: All-Inclusive Catamaran Cruise with Thirassia Stop
Number 15 is a half-day cruise featuring snorkeling, swimming, and a stop at Thirassia for a local meal. It’s perfect for those who want a shorter, active day with scenic stops and local flavor. Reviews mention the delicious food and friendly crew as highlights.
Bottom Line: Best for travelers who prefer a shorter, engaging trip with local stops and a relaxed pace.
16. Santorini: 7-Hour Private Catamaran Cruise with Food & Drink
Number 16 offers a longer, private experience with luxurious amenities and customizable stops. It includes sailing in the caldera, swimming at volcanic beaches, and a gourmet onboard meal. Many reviews describe this as “the highlight of their honeymoon,” emphasizing the personalized nature of this cruise.
Bottom Line: The ultimate choice for couples or small groups seeking exclusivity, luxury, and a full-day adventure.
How to Choose Your Perfect Santorini Sailing Experience
Picking the right sailing tour depends heavily on your preferences and budget. If you want lively atmosphere and great snorkeling, the Catamaran Tour with BBQ Dinner is hard to beat. For luxury and a gourmet experience, the Luxury Catamaran Day Trip offers top-tier service. If privacy is your priority, opt for a private cruise, like the Private Catamaran with Food & Drinks or 7-Hour Private Cruise.
Consider your budget, desired duration, and whether you prefer a group vibe or a personalized experience. Booking early is recommended, especially for private tours or during peak summer months, to ensure availability.
Final Thoughts
Santorini’s sailing options are as diverse as the island itself. From lively group trips with BBQ dinners to exclusive private charters, there’s a cruise to match your style. For a classic sunset, the Caldera Cruise with Meal and Drinks is a favorite, while the Luxury Catamaran Day Trip offers a more refined experience. Couples celebrating special occasions will love the privacy of the Private Catamaran Cruise.
Whatever your choice, remember that booking early ensures you won’t miss out on these memorable sailing experiences—Santorini’s waters are calling.