If you’re considering a trip to Greece that combines history, natural beauty, and a touch of luxury, this two-day sailing adventure might just be the perfect choice. Offered by SailBliss and rated a flawless 5.0 based on a recent review, this private tour takes you from Athens to some of the Peloponnese’s most iconic sites—on a fully crewed yacht with all the comforts you could hope for. Whether you’re a history buff, a wine lover, or just someone eager to see Greece from a different perspective, this experience is designed to deliver.
What makes this tour stand out are two key points we love: First, the combination of luxury sailing with carefully curated cultural stops allows for a personalized, relaxing, and educational experience. Second, the all-inclusive nature—from gourmet meals to unlimited drinks—ensures you won’t have to worry about anything but enjoying yourself. The possible downside? It’s quite an investment, priced at over six thousand dollars for a group of up to ten, so it’s best suited for travelers looking for a high-end, private experience rather than a budget-friendly outing.
This tour appeals most to those who want a blend of adventure and culture in a comfortable setting, and who appreciate the finer things—like wine tastings and gourmet food—without sacrificing authenticity. If you’re traveling as a couple, a family, or a small group of friends seeking something truly special, it could be just the ticket.
Key Points
- All-inclusive luxury yacht experience with gourmet meals and unlimited drinks.
- Expert guides and crew ensure personalized service and authentic insights.
- Unique stops at islands, ancient ruins, and a renowned wine region.
- Flexible schedule with private transportation and WiFi onboard.
- Ideal for travelers wanting a private, high-end adventure combining history, scenery, and cuisine.
- Price reflects value through comfort, exclusivity, and curated experiences.
The Experience Overview
This two-day sailing trip offers an impressive mix of Greece’s ancient treasures, scenic islands, and culinary delights, all wrapped in the comfort of a fully crewed yacht. The experience begins at the SailBliss marina in Athens, where the crew offers a warm welcome and gets you ready for your private voyage.
You can also read our reviews of more food & drink experiences in Athens
Day 1: Island Hopping and Coastal Beauty
Your first stop is Aegina, a charming island famous for its pistachios and lively villages. Here, you’ll have about an hour to stroll through picturesque streets, browse local shops, or enjoy a coffee at a seaside café. Then, it’s time to jump into the crystal-clear waters at Moni Island Beach, a tiny uninhabited island with excellent snorkeling and paddleboarding opportunities. Its wildlife—peacocks, deer, and goats—add to the island’s natural charm.
Next, the yacht anchors at Metopi Island, a tranquil spot perfect for swimming and relaxing away from crowds. With its pristine environment and peaceful atmosphere, it’s a highlight for those who love unspoiled nature. The day ends at Agistri, another lovely island known for its quiet beaches and clear waters, ideal for another swim or just soaking in the scenery.
Throughout the day, the crew prepares fresh Greek cuisine, and you can enjoy drinks and snacks onboard as the scenery unfolds around you. This leisurely pace, combined with flexible stops, makes for a laid-back yet enriching day.
Day 2: Ancient Greece and Fine Wine
The second day dives into history and gastronomy. Your first stop is Mycenae, the legendary site of ancient kings and the famous Lions Gate. The ruins here, with their imposing walls and ancient tombs, bring Greek mythology and archaeology alive. You’ll have about two hours to explore the site, with guides sharing stories about the legendary rulers and the significance of this UNESCO World Heritage Site.
Next, the tour takes you to Epidaurus and its ancient theatre, renowned worldwide for its extraordinary acoustics and elegant architecture. Sitting in this 2,000-year-old structure, you’ll understand why classical Greek theatre still influences the arts today. As one reviewer noted, “the acoustics are perfect,” making it a truly memorable stop.
The final part of the trip is a visit to Nemea, a celebrated wine region. Here, you’ll indulge in a wine tasting featuring local wines like Agiorgitiko, famous for its deep flavor and smooth finish. This is an ideal way to appreciate Greece’s culinary heritage while relaxing amidst stunning vineyards.
The Details That Make It Special
This tour isn’t just about ticking boxes; it’s about creating memorable moments. The private yacht means your group won’t be crowded, and the crew’s attention to detail—plus their flexibility—adds to the feeling of personalized luxury. The use of modern amenities like WiFi, restrooms, and air-conditioned transport makes the journey comfortable, even during the hottest days.
The cost might seem high, but when you consider the all-inclusive food and drinks, private transportation, and expert guides, it offers good value—especially for those looking to splurge on a special experience. The reviews highlight the professionalism of the crew, with one noting that “everything was organized very well,” and “our skipper and hostess, Alex and Veronica, made it unforgettable.”
The itinerary is thoughtfully planned to balance active exploration with relaxation. The stops are well-chosen: scenic islands perfect for swimming, impressive ruins that tell stories of Greece’s past, and a wine region that showcases the local craftsmanship.
The Authentic Touches
Many travelers appreciate the authenticity of the experience—sailing around islands that still retain their traditional charm, guided by knowledgeable locals. The local cuisine onboard, complemented by unlimited drinks, makes for a true taste of Greece, without the hassle of planning or reserving meals.
The reviews echo this sentiment, with one traveler sharing, “The guides were very flexible and adapted the schedule to our needs,” which is an important feature if you want a tour that feels tailored rather than cookie-cutter. Another mentioned the “amazing experience” thanks to the crew’s professionalism, which appears to be a consistent highlight.
You can also read our reviews of more boat tours in Athens
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Why This Tour Works for You
This experience is best suited for travelers who value luxury, privacy, and cultural richness. It’s perfect for those celebrating a special occasion, couples seeking a romantic escape, or friends wanting a unique adventure. If you’re comfortable with a higher price point and crave a personalized, beautifully curated trip that combines history, scenery, and gourmet indulgence, this tour will satisfy.
However, it’s not designed for budget travelers or those seeking a quick, less tailored experience. The must-know is that this is a premium offering, with a focus on comfort and exclusivity, rather than a quick or inexpensive sightseeing option.
The Bottom Line
This 2-day sailing tour offers an exceptional way to experience Greece’s highlights without the crowds or hustle of typical tours. The combination of luxury sailing, historical sites, and wine tasting creates a well-rounded adventure that appeals to sophisticated travelers who appreciate both comfort and authenticity.
You’ll love the stunning views, the knowledgeable guides, and the delicious local cuisine. If you’re after a private, relaxing, yet culturally rich experience, this tour might be just what you’ve been searching for.
Frequently Asked Questions
How many people can join this tour?
The tour is designed for groups of up to 10 people, making it ideal for small groups or private parties.
What is included in the price?
The price covers the use of snorkeling equipment, SUP, WiFi onboard, private transportation, restroom facilities, air-conditioned vehicle, all fees and taxes, and unlimited local beers, wines, and soft drinks. Lunch and breakfast are optional add-ons.
Can I cancel this tour?
Yes, you can cancel up to 6 days in advance for a full refund. Cancellations less than 6 days before the start are not refundable, though you may be eligible for a partial refund if you cancel earlier.
Is this tour suitable for children or non-swimmers?
Most travelers can participate, and snorkeling or swimming are optional, so non-swimmers can enjoy other parts of the trip comfortably. Service animals are allowed.
What should I bring?
Bring swimwear, sunscreen, hats, and any personal essentials. The crew provides snorkeling and paddleboarding gear, but you might want your own waterproof case for electronics if desired.
How does the schedule adapt to weather conditions?
Since the experience requires good weather, poor weather could lead to cancellation or rescheduling, with options for a different date or a full refund.
Is the tour flexible with timing?
Yes, the guides and crew are noted for their flexibility in adjusting the schedule to suit your needs or interests.
This sailing adventure offers a well-balanced glimpse into Greece’s natural beauty, history, and gastronomy—an experience designed for those who seek more than just the standard tour. It’s a chance to see off-the-beaten-path spots while enjoying the luxury of a private yacht, making it a memorable highlight of any Greek itinerary.
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