Oia’s stunning cliffside vistas, iconic blue-domed churches, and the shimmering Aegean Sea make it a perfect spot for boat outings. The calm waters and spectacular scenery are a big part of why so many travelers choose to explore from the water. Among the options, the private all-in catamaran cruise stands out for its personalized experience, allowing you to tailor your day or sunset voyage through Santorini’s hidden spots. People love the chance to snorkel in clear waters, relax in hot springs, and enjoy a fresh Greek meal onboard—all while avoiding the crowds on land.
We also appreciate the luxury catamaran day cruise for its upscale feel, small-group atmosphere, and excellent value for a full day of sightseeing, swimming, and feasting. Meanwhile, the private sailing cruise is ideal for couples or those seeking intimacy, offering an exclusive way to celebrate a special occasion or just enjoy a peaceful day at sea. No matter your style, Oia’s boat tours provide a memorable way to soak in Santorini’s natural beauty.
Quick Overview
This guide covers three standout options for boat trips in Oia. First, a completely private all-in catamaran cruise that’s perfect for tailored experiences and special celebrations. Second, a luxury catamaran cruise offering a small-group setup with a delicious Greek lunch and swimming stops. Lastly, a private sailing cruise designed for couples or small groups wanting an intimate, personalized day on the water. Each offers unique highlights, from snorkel stops to private ceremonies, helping you find the perfect match for your trip.
1. Santorini: Private All-In Catamaran Cruise, with Food|Drinks
At number one, this private all-in catamaran cruise stands out for its flexibility and personalized touches. It’s tailored for small groups—up to six people—and lasts around five hours. The cruise offers a chance to explore Santorini’s secret bays, enjoy snorkeling in crystal-clear waters, and even soak in hot springs at Nea Kameni.
What makes this tour special is the ability to customize the route, whether you want to spend extra time swimming, taking photos at White Beach, or simply relaxing on deck with a cold drink. The onboard experience includes a delicious BBQ meal with local flavors, complemented by wine, beer, or soft drinks, and a sweet dessert. The crew is praised for their helpfulness and flexibility—one reviewer called it the “best birthday ever,” highlighting how they tailored the schedule to fit their wishes.
Bottom Line: If you want a private, fully customizable adventure with great food and the chance to snorkel and swim, this tour is hard to beat. It’s perfect for celebrating a special day or just enjoying a very personal day on the water.
2. Santorini: Luxury Catamaran Cruise with Lunch, BBQ & Drinks
Coming in at number two, this luxury catamaran cruise offers a refined experience with small groups and top-notch amenities. The cruise lasts about five hours and includes a Greek buffet lunch, with options for swimming, snorkeling, and relaxing in hot springs. The tour departs from a choice of nine pickup locations, making it accessible from most of Santorini.
What sets this tour apart is the blend of stunning views of the caldera and the opportunity to explore Thirasia Island, where you can swim and enjoy local hospitality. The boat navigates past Indian Rocks and the Venetian Lighthouse, giving you a front-row seat to some of Santorini’s most famous sights. The all-inclusive drinks and delicious BBQ lunch make the experience both indulgent and convenient. Reviewers highlight the “excellent crew” and the “relaxing atmosphere,” making it clear this is a luxurious way to see Santorini.
Bottom Line: Best suited for travelers who want a touch of luxury, good food, and a small-group setting. Ideal for couples or those celebrating a special occasion, with enough time to enjoy multiple swim stops and scenic views.
3. SANTORINI PRIVATE SAILING CRUISE TOUR
Finally, the private sailing cruise offers an intimate way to explore the caldera, perfect for couples looking to celebrate a special moment. It costs about $1,355 for a group of up to two people and provides a full day of sailing with the option to be legally married at sea, thanks to a Greek celebrant.
This tour is all about privacy and romance, with the boat allowing you to enjoy the sweeping views of Santorini away from crowds. The itinerary includes a BBQ meal and drinks, with the flexibility to arrange a custom experience. Passengers rave about the peaceful atmosphere and the chance for a truly memorable, private moment on the water. The focus on exclusivity makes this a top pick for honeymooners or those seeking a personal, quiet escape.
Bottom Line: If intimacy and a personalized experience are your priorities, this private cruise offers the perfect setting for a romantic day or a small celebration.
$1,355 per group up to 2
How to Choose
Picking the right boat tour in Oia depends on your budget, interests, and group size. For a special celebration or a private experience, the Santorini: Private All-In Catamaran Cruise or the private sailing cruise are excellent choices. Their personalized approach makes them ideal for memorable moments. If you prefer a more luxurious, all-inclusive day with a small group, then the luxury catamaran cruise offers great value and comfort.
Consider how much time you want on the water—most tours last around five hours—and whether you’re interested in activities like snorkeling, hot springs, or exploring Thirasia Island. Booking early is advisable, especially in peak season, and check availability to find a departure time that suits your plans.
Final Thoughts
Oia offers a diverse variety of boat outings that cater to different tastes. For a personalized adventure with plenty of swimming and local flavors, the all-in private catamaran is hard to beat. For those seeking a touch of luxury, the luxury catamaran cruise delivers elegance and comfort. And if romance or privacy is your goal, the private sailing cruise makes for a memorable celebration.
No matter which you choose, booking ahead is wise, especially during the busy summer months. Each of these tours provides a different way to experience Santorini’s stunning coastline—so pick the one that matches your style, enjoy the views, and make sure to take plenty of photos.