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Discover Santorini aboard a private crewed boat with customizable routes, snorkeling gear, and visits to iconic and hidden spots, perfect for personalized island adventures.
If you’re dreaming of exploring Santorini’s stunning coastline from the comfort of a private boat, the Karel 5.5 boat rental from CALDERA YACHTING offers a flexible, personalized experience. Whether you want to chase the iconic volcanic views or find secluded swimming spots, this crewed boat tour promises a day of discovery on your terms. With room for up to six guests, it’s ideal for small groups, families, or couples seeking a more intimate way to see the island’s best and hidden treasures.
One of the things we love about this experience is how customizable it is—the captain is open to adjusting the route based on your preferences, which means no two trips are exactly alike. Plus, the inclusion of snorkeling gear and refreshments makes it feel like a true ocean escape. A potential consideration is that the tour relies on weather conditions, which can impact the day’s plan, especially if you’re eager to visit specific spots like the Hot Springs or Volcano.
This tour best suits travelers who value flexibility and authentic, off-the-beaten-path experiences. If you’re someone who prefers a set itinerary, this might not be the best fit. But if you want a day tailored to your interests, with plenty of opportunities to swim, snorkel, and relax, then this private boat rental could be your perfect Santorini adventure.


More ways to experience Vlichada from the water include these boat tours
This crewed boat experience from CALDERA YACHTING offers the chance to see Santorini from its most beautiful vantage point—the water. The boat itself is a comfortable vessel, perfect for small groups, and the skipper is the key to unlocking a personalized day. Unlike organized group cruises, this experience gives you flexibility—whether you want to linger at a specific spot or visit lesser-known hideaways.
Red Beach, White Beach, Black Mountain, and Volcano are classic must-sees, and you’ll likely want to spend quality time at each. Morgan, a recent reviewer, shared, “Our crew was awesome and it was everything we wanted,” indicating the crew’s ability to tailor the experience to your group’s preferences. These stops are famous for their stunning scenery and geological features—Red Beach’s striking colored cliffs, the volcanic island’s rugged terrain, and the geothermal Hot Springs offering a warm dip.
The boat stops at Thirassia Island, Ammoudi, Armeni, and the Old Port of Fira provide a mix of lively and quiet spots. Thirassia is less touristy, perfect for a peaceful meal or walk, while Ammoudi, right below Oia, offers charming taverns and spectacular sunset views.
One of the biggest advantages of a private boat is the ability to avoid the crowds. You can ask your captain to steer away from the busier areas and explore quieter coves or secluded beaches. This flexibility turns a standard sightseeing trip into a truly personalized island experience.
More Great Tours NearbySnorkelling gear is provided, allowing you to get close to the underwater world. Although fins are not included, you can bring your own or rent them separately. Morgan’s review highlights the value of this feature, noting that the crew’s attention made the snorkeling experience seamless. The cool box with snacks, water, and refreshments ensures you stay hydrated and satisfied without having to bring your own supplies.
The tour’s price is $678 for up to six people, which breaks down to roughly $113 per person—a reasonable investment considering the exclusivity and flexibility. You can choose a duration from 5 to 10 hours, giving you ample time to soak up the sun and visit multiple locations.
A key logistical advantage is free parking at Vlychada Port, making it easy to arrive by car. Plus, transfers are available for an extra fee, which can be helpful if you’re staying further from the port or prefer a hassle-free start to your trip.

On the day of your adventure, you’ll meet your skipper at Vlychada Port. The crew will provide a brief safety overview and help you plan the route, possibly suggesting some hidden gems based on the weather and your interests. You’ll be encouraged to bring swimwear, sunscreen, and a light jacket for the breeze.
Once out on the water, expect to spend time swimming, snorkelling, and relaxing in beautiful, often secluded spots. The captain is experienced in navigating around the island’s volcanic features and can modify the route if asked—Morgan’s experience confirms this flexibility: “Highly recommend.”
A highlight for many is visiting the Hot Springs. Morgan mentioned that the sulphur could dye lighter swimsuits, so dark swimwear is advisable. The area can be up to 4°C warmer than the open water, providing a warm, soothing dip after exploring the volcanic landscape.
Thirassia offers a more peaceful, less commercialized experience compared to Santorini’s main towns. Here, you might enjoy a relaxed lunch or just soak up the tranquil views. Ammoudi, with its iconic cliffside taverns, is a favorite for sunset dining, as confirmed by other travelers.
Since snorkeling equipment only includes masks and snorkels, you might want to bring fins or other gear if you’re serious about exploring underwater. The boat doesn’t provide flotation devices beyond life jackets in emergencies, but pool noodles and personal floatation devices are allowed.

From reviews, it’s clear that travelers value the personalized nature of this tour. Morgan’s comment, “Our crew was awesome and it was everything we wanted,” illustrates how the crew’s flexibility and attentiveness enhance the day. The ability to customize the itinerary means you’re not stuck with a cookie-cutter experience but can explore the island’s lesser-known treasures.
Given the cost, this cruise offers excellent value for small groups seeking a luxurious, intimate day. The inclusion of snacks, snorkeling gear, and free parking simplifies planning and adds to the overall ease. Plus, the option to cancel up to 24 hours in advance provides peace of mind if your plans change.
This experience is ideal for families, friends, or couples who want a flexible, personal day on the water. It’s perfect for those who appreciate comfort, customized itineraries, and the chance to visit both iconic and secluded spots at their own pace. If you’re not interested in sharing the boat with large groups or prefer a guided, set schedule, this private rental ticks those boxes.
It’s worth noting that this experience isn’t recommended for those with mobility challenges.
In essence, this crewed boat experience offers a balance of flexibility, intimacy, and value. For a reasonable price, you’ll enjoy the chance to see Santorini from a different perspective—the crystal waters, volcanic landscapes, and quiet coves usually hidden from land-based tours. The personalized service means you can craft a day that suits your mood, whether it’s relaxing in thermal springs or snorkeling in crystal-clear waters.
This tour is best suited for those who want an authentic, tailor-made adventure, free from the crowds and rigid schedules of larger group excursions. The inclusion of snacks and snorkel gear, plus the ease of booking and cancellation, makes it a practical choice for those seeking flexibility.
If you seek a memorable, intimate day on Santorini’s waters—whether celebrating a special occasion or simply craving a peaceful island escape—this private boat rental will likely meet and even exceed your expectations.
“We had the absolute best time! Our crew was awesome and it was everything we wanted. Highly recommend!”
What is included in the boat rental?
The rental includes the boat itself with a skipper, snorkeling equipment (mask and snorkel), a cool box with snacks, water, and refreshments, and free parking at Vlychada Port.
Can I customize the route?
Yes, the route is customizable. You can visit classic spots like Red Beach, the Volcano, and Hot Springs, or ask your captain to explore quieter, less crowded locations.
How long can I rent the boat for?
You can choose a duration between 5 to 10 hours, depending on your preferences and schedule.
Are meals included?
No, meals are not included. You can opt to have an onshore meal at Thirassia or bring your own. The cost of any onshore meal is at your own expense.
Is transfer service available?
Yes, transfer services can be arranged upon request at an additional cost. The meeting point is at Vlychada Port.
What should I bring?
Bring swimwear, sunscreen, a light jacket for the breeze, and fins if you want to snorkel extensively. Jewelry should be removed before swimming.
Is this experience suitable for children or those with mobility issues?
The experience is best suited for able-bodied adults and children. It’s not recommended for wheelchair users or individuals with mobility challenges.
What happens if the weather is bad?
Since weather can affect the trip, it’s recommended to review the cancellation policy. You can cancel up to 24 hours in advance for a full refund.
How does the booking process work?
You can reserve your spot now with the option to pay later, providing flexibility in planning. The tour can be canceled for free if done more than 24 hours in advance.
This private boat rental offers a wonderful way to experience Santorini from its waters, combining flexibility, comfort, and authentic adventure. Whether you’re after iconic sights or peaceful secluded spots, the Karel 5.5 promises a memorable day tailored just for you.
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