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Dorchester Center, MA 02124

Discover Santorini aboard a private crewed boat, swim in hot springs, snorkel, and explore hidden beaches—perfect for tailored island adventures.
Imagine gliding across the shimmering waters of Santorini with the sun warming your skin, the cool breeze tousling your hair, and a personalized route charting your adventure. That’s what you get with the Boat Rental (Crewed) Cobra 5.0 — a flexible, intimate way to experience the island’s most iconic sights and secret spots. Whether you’re traveling with family or friends, this experience offers a wonderful blend of relaxation and exploration with a crewed boat at your service.
What really stands out is the ability to customize your route — no rigid schedules or crowded tourist spots here. Plus, the inclusion of snorkeling gear and drinks makes it a well-rounded day on the water. The one thing to consider is that this experience is best suited for those who enjoy a laid-back, flexible adventure on the sea, and who don’t mind arranging their own meals or transfers if needed.
This is perfect for travelers craving a private, authentic way to discover Santorini’s hidden corners. If you’re after a dash of adventure mixed with the comfort of a crewed boat, you’ll find this rental quite appealing.


The Cobra 5.0 offers a 5 to 10-hour window to make the most of Santorini’s stunning waters. The experience is centered around a crewed boat, with a knowledgeable captain and crew guiding your journey. The ability to customize your route is a major plus, giving you control over which spots to visit — whether the classic sights or hidden gems off the beaten path.
More ways to experience Vlichada from the water include these boat tours
You’ll meet at Vlychada Port, a scenic spot that’s accessible with free parking. If you prefer a smoother start, the experience provider offers transfer services at an additional cost. Planning ahead for pickup and drop-off can make your day even more relaxed, especially if you’re staying further from the port.
The usual stops include Red Beach, with its striking crimson cliffs, and White Beach, accessible only by boat or hike, offering a quieter alternative to busy shores. You’ll also visit Black Mountain, famed for its volcanic origins, and the natural wonder of Hot Springs near the volcano — a highlight for many.
The Volcano itself is a must-see, with the option to get closer for fantastic photo opportunities. Thirassia Island beckons with its laid-back vibe and traditional tavernas, perfect for a quick onshore meal (at your own expense). The charming Ammoudi Bay, Efta Paides, Armeni, and Old Port of Fira round out the itinerary, showcasing both popular and lesser-visited spots.
One of the biggest draws is the captain’s willingness to modify the route based on your preferences. If you want to spend more time snorkeling or exploring particular beaches, just ask at embarkation. Several reviews mention how the captain was personable and accommodating, helping guests discover quieter areas away from crowds.
More Great Tours NearbySnorkeling gear is provided, allowing you to explore beneath the surface in spots like the Hot Springs or near the volcanic shores. While fins aren’t included, you’re encouraged to bring your own if you wish to extend your underwater adventure. The availability of floatation devices like pool noodles adds a playful touch, especially if you’re traveling with kids or novice swimmers.
The cool box stocked with snacks, water, and refreshments keeps you energized throughout the day. For a more substantial meal, you can choose to dine onshore at Thirassia Island — keep in mind that meals are at your own expense. If you’re keen on a seamless experience, arranging a transfer to and from your accommodation is possible, making this a convenient, all-in-one adventure.

At $565 for up to four people, this boat rental offers significant value, especially considering the privacy and customization involved. Unlike group tours that follow strict itineraries, you get the freedom to tailor your day, which many travelers appreciate. The inclusion of snorkeling gear, snacks, and parking makes it a well-rounded package.
While you might spend extra on meals or transfers, the flexibility means you only pay for what you want, making it an adaptable option for different budgets and preferences.
Guests have highlighted the “personalized experience” and “friendly captain” who was eager to accommodate special requests. Reviewers also noted how much they appreciated being able to sidestep the crowds and discover quieter bays and beaches. Some found the hot springs visit particularly memorable, especially with the bonus of swimming in warm, mineral-rich waters.

This boat rental is ideal for travelers who value privacy, flexibility, and authentic exploration over cookie-cutter group excursions. It’s perfect if you’re traveling with a small group or family, seeking a relaxed day on the water without the chaos of larger tour boats. It also suits those who want to customize their itinerary and include snorkeling, swimming, or simply lounging in secluded spots.
However, it might not be suitable for those seeking a guided tour with a fixed schedule or for travelers with mobility issues, as it involves some planning at the port. Plus, if you’re expecting a luxury all-inclusive experience, note that meals and transfers are extras.

The Cobra 5.0 crewed boat rental offers a flexible, intimate way to explore Santorini’s waters and coastline. With the ability to customize your route, enjoy a good selection of snorkeling gear, and relax with refreshments on board, it’s a fantastic choice for those wanting to craft their own island adventure. The value for money is solid, especially considering the private setting and personalized approach.
This experience shines brightest for travelers craving a tailored, stress-free day on the water, away from the crowds but still able to enjoy the iconic sights. It’s perfect for small groups or families looking to make their own summer memories with the sea as their backdrop.
How many people can fit on the Cobra 5.0?
Up to 4 people can comfortably fit on this boat rental, making it ideal for small groups or families.
What’s included in the price?
The price covers the boat rental with a crew, snorkelling equipment, a cool box with snacks, water, and refreshments, and free parking at Vlychada Port.
Can I customize the route?
Yes, you can arrange with the captain to visit different spots or explore less-crowded areas, making the experience tailored to your preferences.
Is there an option for transfers?
Yes, transfer services are available upon request at an extra cost, which can help for a smoother start and end to your day.
What should I bring?
You’ll want to bring swimwear, sunscreen, and possibly fins if you plan to snorkel extensively. A light jacket is recommended for the sea breeze.
Are meals included?
No, meals are not included. You can opt to have lunch onshore at Thirassia Island, which is at your own expense.
Is this experience suitable for everyone?
It’s best suited for those comfortable with boat trips and small group settings. It’s not recommended for wheelchair users or those who prefer guided tours with fixed itineraries.
How long does the trip last?
The duration can range from 5 to 10 hours, depending on your preferences and the available starting times. Check availability when booking.
This crewed boat rental offers a fantastic way to experience Santorini on your own terms — relaxing, scenic, and perfectly suited for small groups ready to explore the island’s best-kept secrets from the water.
You can check availability for your dates here: