Santorini Private Daytime Sailing Tour with Meal, Drinks &Transfer included

Santorini Private Daytime Sailing Tour with Meal, Drinks & Transfer Included

Imagine gliding across the sparkling waters of Santorini, taking in the iconic volcanic scenery, stopping for swims, and enjoying a delicious homemade meal—all in a relaxed, intimate setting. This private sailing tour offers all that and more. For about $617 per person, you’ll spend roughly five hours on a beautifully maintained 44-foot yacht, with opportunities to customize your journey, enjoy unlimited drinks, and get personalized attention from your crew. It’s the kind of experience designed for those who want a taste of authentic Greek sailing amid stunning natural beauty.

What makes this tour stand out? First, the personalized attention — with a maximum of 10 guests, you’re treated more like an invited guest than a number on a list. Second, the expert guidance and hospitality from George, a seasoned mariner with 15 years of oceangoing experience, who genuinely loves sharing his passion for the sea. We also appreciate the chance to visit less crowded spots like the Red Beach and the Hot Springs, plus the opportunity to swim in caldera waters while enjoying a freshly prepared meal using local ingredients.

A potential consideration? The price point might seem steep for some, but the value lies in the exclusivity, personalized service, and the quality of the experience — not to mention the convenience of hotel pickup and drop-off. This tour is best suited for travelers who value comfort, intimacy, and authentic adventure over large group excursions, and who want a flexible yet guided experience of Santorini’s most beautiful sights.

Key Points

• Private, Personalized Experience: Enjoy a relaxed, intimate sail with up to 10 guests or your private group.
• Expert Guidance: George, the owner and captain, shares insights about Santorini’s landmarks and history.
• Stunning Stops: Visit the Red Beach, swim in the caldera, and explore Thirasia’s waters.
• Local Cuisine & Unlimited Drinks: Savor a homemade meal cooked on board, with unlimited beer, wine, and soft drinks.
• Flexible & Customizable: The itinerary can be tailored to your preferences, with options for photos, swimming, and sightseeing.
• Convenient Transfers: Hotel pickup and drop-off make it easy to start and end your day seamlessly.

Exploring Santorini by Yacht: An In-Depth Review

Setting the Scene — Why Choose a Private Sailing Tour?

Santorini’s dramatic volcanic landscape is best experienced from the water. While many visitors might settle for crowded boat trips or daytime cruises, a private sailing experience offers a level of intimacy and flexibility that larger tours simply cannot match. Led by George, a former merchant marine captain, this tour promises not just scenic views but genuine connection with the sea and local culture.

The 44-foot yacht is large enough to feel roomy but small enough to keep the experience cozy and relaxed. With a capacity of 10 guests, you’re in a small group that fosters a friendly, convivial atmosphere — ideal for couples, families, or friends seeking a memorable day together.

How the Day Unfolds — An Itinerary that Balances Sightseeing and Relaxation

The tour kicks off at 9:00 am, with convenient hotel pickup, easing the start of your adventure. After setting sail from Vlychada, one of the less touristy ports, you’ll begin with a quick stop to photograph the Red and White Beaches. These striking beaches, with their vivid colors and unique formations, are a favorite for many travelers, and you’ll appreciate the opportunity to snap some photos away from the crowds.

Next, the boat crosses between the two volcanoes — an awe-inspiring moment. You’ll have unobstructed views of the Capes Lighthouse and the Hot Springs. The Hot Springs, in particular, are a highlight, offering you a chance to swim in naturally warm waters while surrounded by volcanic scenery. Many reviews mention how special it is to swim in caldera waters, with one guest noting it’s “the singularity and the feeling of wonder that the Caldera creates when viewed eastwards.”

The cruise then takes you westward to Thirasia, a lesser-visited island that offers a peaceful escape. Here, you’ll enjoy a homemade meal cooked onboard, most ingredients sourced locally from Santorini. The food consistently receives praise for its freshness and authenticity, with guests like Cynthia describing the “delicious” food and friendly service.

The final stops include passing the Crocodile of Thirasia (a unique volcanic formation) and Aspronisi, returning to Vlychada at the end of the day. The entire route combines spectacular views, swimming opportunities, and a chance to learn about the volcanic history of the island from your knowledgeable captain.

What’s Included — A Well-Curated Package

This tour ticks many boxes — hotel transfers save you the hassle of finding a meeting point, and unlimited drinks (beer, wine, soft drinks, bottled water) keep everyone refreshed during the voyage. The local guide/captain is eager to share stories, answer questions, and point out hidden gems, creating a truly personalized atmosphere.

Lunch is a highlight, with a homemade meal prepared onboard using ingredients mostly produced in Santorini. Guests have praised the deliciousness of the food, with some mentioning the service as “fantastic,” and the tips provided by George adding a layer of insight about the island’s history and culture.

The Experience — Authentic, Intimate, and Flexibly Enjoyed

What truly elevates this experience is its family-owned approach. George and Ina create a welcoming environment, making guests feel like part of their extended family. Many reviews mention how George acted as a photographer and provided recommendations, adding value beyond just the scenery.

You’ll love the small group size — no crowded decks or loudspeakers. Instead, you get meaningful conversations, personalized attention, and ample opportunity to relax, swim, or just soak in the views. The uncrowded nature of the stops, combined with the customizable itinerary, means you can prioritize what interests you most.

Price and Value — Making a Good Investment

At $616.76 per person, this tour might seem a bit pricey, but consider the value of exclusivity, personalized service, and the all-inclusive nature. You’re paying for a private experience, expert guidance, and a smooth, hassle-free day on the water. Many travelers feel it’s a worthwhile splurge for a special occasion or a desire to experience Santorini differently.

Who Will Love This Tour?

This experience is perfect for those who appreciate authenticity and intimacy. It suits travelers seeking a relaxed pace, who enjoy learning from knowledgeable guides, and who want comfortable, all-inclusive amenities. It’s especially well-suited for families, couples, or small groups who want a memorable, personalized day on the water.

The Sum Up

A private sailing tour around Santorini with Angel Sailing offers an unforgettable way to see the island’s volcanic beauty, swim in caldera waters, and enjoy local flavors in a relaxed setting. The small group size and personalized service make it a premium experience that feels both authentic and indulgent. Perfect for those who want that extra touch of comfort and exclusivity, this tour turns a regular sightseeing day into an intimate adventure.

While the price may be higher than larger group cruises, the value lies in the quality of the experience — the expert guidance, the delicious homemade meal, and the chance to truly connect with Santorini’s stunning landscape. Whether celebrating a special occasion or simply seeking a different perspective on one of Greece’s most famous islands, this sailing tour provides a memorable, picturesque escape you’ll cherish.

Frequently Asked Questions

What is the duration of this sailing tour?
The tour lasts approximately five hours, starting at 9:00 am with hotel pickup included.

Is this tour suitable for children?
Yes, children are welcome but must be accompanied by an adult. The tour is generally suitable for most travelers who enjoy being on the water.

What is included in the price?
The price covers hotel pickup and drop-off, a private guided sailing, meals onboard, unlimited drinks (beer, wine, soft drinks), beverages, bottled water, and customizable stops.

Can I customize the itinerary?
Yes, the tour is flexible, and the captain is willing to tailor the experience to your preferences, whether it’s more swimming, sightseeing, or photo stops.

What should I wear and bring?
Bring swimwear, a hat, sunscreen, and a camera. Comfortable clothing for the weather is advisable, along with a sense of adventure.

Is there a vegetarian option for the meal?
Yes, vegetarian options are available. Please advise at the time of booking if you require one.

What happens in case of bad weather?
The tour is weather-dependent. If canceled due to poor weather conditions, you will be offered an alternative date or a full refund.

This private sailing experience in Santorini combines the best of natural beauty, local cuisine, and personalized service. It’s a perfect choice for those looking to create lasting memories on Greece’s most iconic island.