Sailing from Vlichada harbor delivers the quintessential Santorini experience without the tourist crowds of Oia. The main 5-hour catamaran tours ($116) hit all the right notes – combining beach stops, hot springs, and authentic Greek food with an open bar. These mid-sized boats provide good value and enough space to spread out.

We especially love the sunset dinner cruises, which time the return perfectly with the evening light. For families or small groups, splurging on a private charter lets you set your own pace and access quieter coves.

Check out our carefully selected sailing tours below:

Key Points

  • The Sunset Sailing Cruise from Vlychada Port offers a stunning 5-hour experience with a Greek buffet, BBQ dinner, and open bar.
  • Luxury Catamaran Cruises provide a 5-hour excursion with hotel pickup, a Greek buffet, BBQ, open bar, and the opportunity to swim in hot springs.
  • Private Half-Day Catamaran Cruises offer a relaxing 5-hour sailing adventure with a small group, full meal, and drinks for $89.83 per person.
  • Crewed Yacht Charters, including the Lagoon 42 Catamaran and Oceanis 45 Yacht, provide multi-day sailing experiences with meals and experienced crews.
  • The Santorini Catamaran Day Cruise is a highly-rated 5-hour tour with hotel pickup, a Greek buffet, BBQ, open bar, and visits to popular sites like the Red Beach and White Beach.

Santorini Catamaran Day Cruise: Lunch, Drinks and Transfers

Santorini Catamaran Day Cruise: Lunch, Drinks and Transfers

If you’re looking for a memorable sailing experience in Santorini, the Santorini Catamaran Day Cruise is a must-try. Priced from $116.25 per person, this 5-hour cruise offers an all-inclusive experience with hotel pickup, a Greek buffet and BBQ, an open bar, and access to amenities like snorkeling gear and Wi-Fi.

Departing daily at 10 AM from Vlychada Port, the cruise takes you to stunning spots like the Red Beach, White Beach, Nea Kameni Hot Springs, and Mésa Pigádia for swimming and relaxation.

With 5-star reviews highlighting the quality of the boat, food, and crew, this cruise is an excellent way to explore Santorini’s beautiful coastline.

Read our full review: Santorini Catamaran Day Cruise: Lunch, Drinks and Transfers Review
Book now: Check availability

Santorini: Luxury Catamaran Cruise With Lunch, BBQ & Drinks

Santorini: Luxury Catamaran Cruise With Lunch, BBQ & Drinks

Enjoy the stunning beauty of Santorini’s coastline with the Luxury Catamaran Cruise. Priced from $126.82 per person, this 5-hour excursion departs daily at 10am from Vlychada Port.

Sail past iconic landmarks like the Venetian Lighthouse, then swim in the volcano’s hot springs and explore Thirasia Island. Enjoy a Greek buffet and BBQ, open bar, and complimentary snorkeling gear.

With hotel pickup and drop-off, this all-inclusive cruise offers excellent value. The reviews praise the relaxation and enjoyment of the experience.

Just remember to bring comfortable clothes, sunscreen, and a light jacket, and be ready for a safety briefing before setting sail.

Read our full review: Santorini: Luxury Catamaran Cruise With Lunch, BBQ & Drinks Review
Book now: Check availability

Santorini: Sunset Sailing Cruise, With Dinner and Drinks

Santorini: Sunset Sailing Cruise, With Dinner and Drinks

Set out on a mesmerizing sunset sailing adventure in Santorini with the Sunset Sailing Cruise, featuring a delectable Greek dinner and an open bar.

This 5-hour excursion departs from Vlychada Port, offering convenient pickups from six locations. Enjoy swimming stops at the Red Beach and Nea Kameni Hot Springs, as well as sightseeing of iconic landmarks like the White Beach and Venetian Akrotiri Lighthouse.

Relish a Greek buffet and BBQ dinner, complemented by free-flowing white wine, soft drinks, and beer. With hotel transfers, snorkeling gear, and all taxes included, this cruise promises an unforgettable experience against the backdrop of Santorini’s stunning sunset.

Avoid seasickness and pack accordingly for a seamless adventure.

Read our full review: Santorini: Sunset Sailing Cruise, With Dinner and Drinks Review
Book now: Check availability

Best of Santorini Private Half-Day Catamaran Cruise

Best of Santorini Private Half-Day Catamaran Cruise

Although Santorini is renowned for its breathtaking sunsets and stunning caldera views, one of the best ways to experience the island’s natural beauty is through a private half-day catamaran cruise.

The “Best of Santorini Private Half-Day Catamaran Cruise” offers a 5-hour excursion with pickup, allowing you to explore the Aegean Sea in style. Priced at $89.83 per person, this small-group tour includes a full meal and drinks, providing a luxurious and relaxing experience.

With a 4.5-star rating from 214 reviews, this activity is a top pick for those seeking an unforgettable sailing adventure in Santorini.

Read our full review: Best of Santorini Private Half-Day Catamaran Cruise Review
Book now: Check availability

3-Day Crewed Charter the Relaxing- Lagoon 42 Catamaran

3-Day Crewed Charter the Relaxing- Lagoon 42 Catamaran

Chartering the luxurious Lagoon 42 catamaran for a 3-day crewed adventure allows you to explore the captivating Aegean Sea in unparalleled comfort and style.

Priced from $5,478.76 per group (up to 6 guests), you’ll enjoy a free cancellation policy and the ability to reserve now and pay later.

Sail to picturesque destinations like Folegandros and Ios, with a knowledgeable crew providing daily breakfasts, one additional meal, and all necessary amenities.

This all-inclusive experience, with a refundable security deposit, ensures a stress-free and unforgettable journey.

Whether you’re seeking relaxation or adventure, this Lagoon 42 charter offers an exceptional way to experience the beauty of the Greek islands.

Read our full review: 3-Day Crewed Charter the Relaxing- Lagoon 42 Catamaran Review
Book now: Check availability

7-Day Crewed Charter the Cosmopolitan Lagoon 42 Catamaran

7-Day Crewed Charter the Cosmopolitan Lagoon 42 Catamaran

Looking to elevate your sailing experience? Treat yourself to a 7-day crewed charter aboard the Cosmopolitan Lagoon 42 catamaran.

Cruise from Santorini to islands like Naxos, Mykonos, and Paros, exploring ancient ruins and crystal blue waters. Save up to 20% off the regular price of $15,979.71, paying just $12,783.77 for your group of up to 6.

Relax in one of the three available cabins, with an experienced skipper and deckhand at the helm. Daily breakfast and one other meal are included, along with linens, bedding, and other expenses.

Flexible booking and free cancellation up to 24 hours in advance make this an unbeatable sailing adventure.

Read our full review: 7-Day Crewed Charter the Cosmopolitan Lagoon 42 Catamaran Review
Book now: Check availability

Santorini: Motor Yacht Sunset Cruise With 5-Course Dinner

Santorini: Motor Yacht Sunset Cruise With 5-Course Dinner

Why not indulge in a breathtaking sunset cruise around Santorini aboard a luxurious motor yacht?

For $195.52 per person, you’ll embark on a 5-hour experience that includes a 5-course dinner and unlimited drinks.

The cruise departs from Vlihada at 3:30 PM, offering stunning views of the island’s landmarks, like the red and white beaches, Indian Head Mountain, and the Caldera.

You’ll have the chance to swim at the volcano and Mesa Pigadia, with the captain selecting the best spot based on sea conditions.

With free cancellation up to 24 hours in advance, this is an experience you won’t want to miss.

Read our full review: Santorini: Motor Yacht Sunset Cruise With 5-Course Dinner Review
Book now: Check availability

Santorini: 3-Day Oceanis 45 Yacht Charter With Crew

Santorini: 3-Day Oceanis 45 Yacht Charter With Crew

On a 3-day Oceanis 45 yacht charter with crew, you’ll be able to explore Santorini’s breathtaking coastline at your own pace.

This premium experience includes a skilled crew to handle the vessel, allowing you to sit back and soak in the stunning views.

You’ll have ample time to swim, snorkel, and stop at secluded bays.

With a rating of 4.7 from 94 reviews, this 5-hour cruise is a top pick, priced at $147.96 per person.

Whether you’re seeking a romantic getaway or a leisurely day on the water, this Oceanis 45 yacht charter is an excellent choice for discovering Santorini from a unique perspective.

Read our full review: Santorini: 3-Day Oceanis 45 Yacht Charter With Crew Review
Book now: Check availability

The Sum Up

Vlichada in Santorini offers a variety of sailing experiences, from catamarans and yachts to private charters. You can enjoy day cruises, sunset sails, and even multi-day charters with crew. Whether you’re seeking a relaxing cruise, a lively party, or a luxurious private adventure, Vlichada has something to suit your sailing desires. So why not set sail and experience the beauty of Santorini from the water?