Private Captain Cruise - Itinerary Breakdown: What to Expect

Which Vlichada Tours To Choose? We Rank The 9 Best

Vlichada might not be the first place that comes to mind when planning a trip to Santorini, but it’s a prime launching point for some of the island’s most memorable tours. Its quiet, less touristy port offers a peaceful base for boat trips and cruises that showcase Santorini’s dramatic cliffs, volcanic hot springs, and colorful beaches. We particularly love the Sunset Sailing Cruise—it combines a stunning sunset with a Greek dinner, making it a perfect romantic outing or a relaxing way to end your day. Plus, options like the Private Captain Cruise allow you to customize your journey, exploring secluded spots with personal attention.

Vlichada’s advantage lies in its smaller, less crowded port, which means your tours can be more intimate and tailored. Whether you prefer a lively group cruise or a private yacht experience, this area offers a fantastic variety. And with experiences like snorkeling in volcanic springs or capturing sweeping views of Oia from the sea, you’ll find plenty to make your Santorini visit unforgettable.

1. Santorini: Sunset Sailing Cruise, with Dinner and Drinks

Santorini: Sunset Sailing Cruise, with Dinner and Drinks

At number 1, the Santorini: Sunset Sailing Cruise is a favorite for its combination of stunning scenery, authentic Greek cuisine, and relaxed atmosphere. This 5-hour cruise offers a small-group experience aboard a cozy catamaran, perfect if you’re seeking intimacy and personalized service. The cruise explores the caldera, with swim stops at volcanic hot springs and the famous Red Beach, making it ideal for those wanting a mix of adventure and comfort.

What sets this tour apart is the opportunity to swim, snorkel, and relax while enjoying breathtaking views of the Caldera and the iconic sunset. The onboard dinner features traditional Greek dishes like moussaka and fresh BBQ, paired with an open bar. Guests consistently praise the friendly crew and the spectacular sunset—“cruising back with the sky ablaze was a highlight,” says a recent reviewer.

Bottom Line: This cruise offers a well-rounded, scenic experience with excellent food, making it great for romantic couples or small groups seeking a memorable evening on the water.

2. Private Captain Cruise

Private Captain Cruise

Coming in at number 2, the Private Captain Cruise is ideal for travelers who want full control over their itinerary. This 5-hour adventure allows you to explore the hidden corners of Santorini at your own pace, with the ability to visit secluded beaches like Red and Black Beach or explore volcanic formations with a knowledgeable guide. The route is customizable, ensuring you see what interests you most.

The highlight of this private experience is its exclusivity—up to 9 people can enjoy the comfort of your own yacht with personalized service. During reviews, guests mention how relaxing it is to be away from crowded tours and to have a captain who tailors the day’s activities. The boat itself is described as beautiful, and having the flexibility to stop wherever you wish makes this a top choice for romantic getaways or small groups wanting privacy.

Bottom Line: If you value privacy, flexibility, and a custom experience, this cruise offers a luxurious way to see Santorini from the water without the crowds.

3. Santorini Catamaran Day Cruise: Lunch, Drinks and Transfers

Santorini Catamaran Day Cruise: Lunch, Drinks and Transfers

At number 3, the Santorini Catamaran Day Cruise is perfect for those who want to combine sightseeing, swimming, and a hearty Greek lunch in one package. The tour lasts around 5 hours and includes pickup and drop-off from multiple locations, which makes logistics simple.

This cruise features spectacular views of the Caldera and visits to Red Beach, White Beach, and the volcanic hot springs. Guests rave about the onboard lunch, which includes BBQ and traditional Greek dishes, as well as the open bar that keeps the atmosphere lively. The itinerary is packed with opportunities to swim and snorkel, giving you a thorough taste of Santorini’s coastal beauty.

Reviewers highlight the friendly staff and excellent value—“we loved relaxing on the boat with drinks, swimming in hot springs, and enjoying the delicious lunch,” one happy guest notes.

Bottom Line: Great for groups looking for a full day of activity, good food, and stunning scenery, all with convenient transfers included.

4. Boat Rental (Crewed) Cobra 5.0

Boat Rental (Crewed) Cobra 5.0

Number 4 offers the Crewed Cobra 5.0 Boat Rental, which is perfect if you want to set your own pace and discover the less-traveled sides of Santorini. This experience is entirely customizable—think of it as your personal island hop. The boat fits up to 4 people and includes snorkeling gear, so you can explore volcanic coves and quiet beaches away from busy tour groups.

What makes this option unique is the freedom it provides. You decide where to go, whether it’s swimming in secluded spots or lounging in the sun with a drink. The boat is described as modern and well-equipped, and reviews mention how easy it is to plan a day based on your interests. It’s an especially good choice for travelers who want a flexible, private adventure without the constraints of a scheduled tour.

Bottom Line: For independent explorers who enjoy customizing their day on the water, this crewed boat rental offers a luxurious and flexible experience.

$565 per group up to 4

5. Boat Rental (Crewed) Karel 5.5

Boat Rental (Crewed) Karel 5.5

Ranking fifth, the Karel 5.5 is similar to the Cobra but offers a slightly larger boat up to 6 people. It’s another excellent option for those wanting a private, self-guided day. The experience is identical in its flexibility, allowing you to swim, snorkel, and explore at leisure.

Guests have described their time with this boat as “the best experience,” thanks to an attentive crew and the chance to discover hidden beaches away from crowds. The vessel is modern and comfortable, making it ideal for family or small group outings. The rental includes snorkeling equipment, so you can enjoy underwater exploration.

Bottom Line: If you’re looking for a private, customizable day with friends or family, the Karel 5.5 provides a comfortable, flexible option.

$678 per group up to 6

6. Full Day Private Captain Cruise

Private Captain Cruise

Number 6, the Full Day Private Captain Cruise, is a comprehensive, 9-hour journey perfect for travelers who want to see virtually everything. This tour offers exclusive access to both Red Beach and Black Beach, plus a visit to Thirasia Island. The itinerary is tailored to your interests, and the boat is luxurious.

Guests love the flexibility and the chance to explore at their own pace. The review notes how the captain’s expertise enhances the experience, guiding guests to the best spots for swimming and photos. The day’s highlights include stunning views of Oia from the sea and tranquil time on the less crowded Thirasia Island.

Bottom Line: Best suited for those seeking an all-encompassing, private day that combines adventure, relaxation, and plenty of photo opportunities.

7. Best of Santorini Private Half-Day Catamaran Cruise

Best of Santorini Private Half-Day Catamaran Cruise

The Half-Day Catamaran Cruise offers a quick but comprehensive look at Santorini’s coastal highlights. In just five hours, you’ll visit Red Beach, Black Rock, and the Hot Springs, with plenty of time for swimming and relaxing. This tour is perfect if your schedule is tight but you want a taste of the island’s maritime beauty.

With onboard music, drinks, and a good-sized boat, you’ll enjoy a lively, fun atmosphere. Many reviewers comment on the excellent meal in the volcano and the chance to see Fira from the water, which provides a different perspective. It’s a great option for travelers who want a lively cruise experience without committing an entire day.

Bottom Line: Ideal for those wanting a lively, shorter cruise that hits all the major spots with a fun vibe.

8. Santorini 5-hour Semi-Private Day Highlights Tour

Santorini 5hour Semi-Private DAY HIGHLIGHTS Tour

Ranking eighth, this 5-hour car tour is perfect if you prefer exploring by land. It covers the island’s major sights from the north to the south, offering insights and local stories along the way. It’s flexible in pick-up and drop-off points, making it convenient for your schedule.

This tour is a good choice for travelers who want a broad overview of Santorini’s best spots without spending a full day on the water. The guide shares background info and myths, adding depth to your experience. It’s especially suited for those with limited time but wanting a comprehensive taste of the island.

Bottom Line: A practical choice for travelers who want a quick, informative overview of Santorini’s highlights.

9. Santorini: License Free, Luxurious Small Boat Rental

Santorini: License Free, Luxurious Small Boat Rental

Finally, the Luxurious Small Boat Rental is perfect for independent explorers. This license-free, speedboat option allows you to create your own adventure, watch the sunset, and discover secret spots. The boat is new, built in 2024, and includes a snack, making your day both comfortable and fun.

Guests mention how easy it is to be your own captain and avoid crowded tours. The experience is highly personalized, and many appreciate the opportunity to explore volcanic coastlines and secluded beaches at their own pace. It’s especially well-suited for travelers who want to avoid large groups and plan a flexible day of discovery.

Bottom Line: A top pick for adventurous, independent travelers eager to carve out their own route around Santorini’s coast.

$282 per group up to 5

How to Choose the Right Tour

When deciding among these options, consider your budget, time, and interests. For a romantic sunset experience, the Sunset Sailing Cruise provides a classic, scenic outing. If privacy and customization matter most, the Private Captain Cruise or the Full Day Private Captain Cruise give you the freedom to design your day.

For those on a tighter schedule, the Half-Day Catamaran or the Semi-Private Day Highlights Tour offer efficient ways to see key sights. Budget travelers might prefer the day cruise with lunch or even the self-guided boat rental.

Booking early is advisable, especially for private charters and popular sunset cruises, which can fill up quickly in high season. Also, check availability for your preferred dates and consider the weather—Santorini’s waters are calmer in late spring and early fall.

Final Thoughts

Vlichada offers a fantastic array of tours that suit every type of traveler—whether you want a lively group experience, a private luxury cruise, or the freedom of a self-guided boat. For romantic moments, the sunset cruise is unbeatable. Adventure seekers will love the private charters exploring volcanic waters. And if you’re pressed for time, the shorter day tours deliver a full taste of Santorini’s beauty.

Remember, booking early ensures you get your preferred experience, especially during peak season. Take your pick, pack your sense of adventure, and get ready to see Santorini from its most beautiful angles—by sea.