Private Sailing Parties and Events Cruise 4 or 7 Hours

Experience a private sailing cruise in Messinia, Greece, with stops at Kalamata, Kitries, and Kardamyli. Fully customizable, includes drinks, and offers stunning views.

Discover the Private Sailing Parties and Events Cruise in Peloponnese

A private sailing experience in the beautiful waters of Messinia, Greece offers an ideal setting for celebrations, romantic getaways, or simply enjoying the sea at your own pace. With options for 4 or 7 hours, this cruise accommodates groups of up to 10 people for a flat $954.59 fee per booking, making it perfect for small parties seeking exclusivity. The tour has earned a 5.0 out of 5 rating from 19 reviews, with 95% recommending it, highlighting its popularity and quality.

What makes this sailing adventure stand out is its fully flexible itinerary, allowing guests to pick their preferred stops and activities. The guides are knowledgeable, sharing insights into local culture and history, while the luxury touches like champagne, fresh fruit, and beverages elevate the experience. The tour’s ease of booking—with most reservations made 94 days in advance—speaks to its high demand.

While the cruise offers stunning scenery, beach stops, and customized itineraries, it is most suited to those who enjoy relaxed, intimate moments on the water. Its private nature ensures a personalized experience—perfect for special occasions or intimate gatherings.

Key Points

  • Private cruise for up to 10 guests at a flat rate of $954.59
  • Flexible options for 4 or 7 hours duration
  • Includes drinks, fruit, snorkeling equipment, and professional guide
  • Stops at Kalamata, Kitries, and Kardamyli, with optional beach and sea cave visits
  • Customizable itinerary allows for swimming, sightseeing, or celebration
  • Most bookings made about 3 months in advance, so plan early

Departure Point and Group Size Limitations

This private sailing tour departs from Kalamata’s central port, specifically at pier No. 23 opposite the ATHANASIOU cafe. The maximum group size of 10 people ensures an intimate experience, ideal for families, friends, or small groups celebrating special moments. As a private activity, only your group participates, providing exclusivity and flexibility.

How the Tour Starts and Typical Schedule

The tour begins with check-in at the Kalamata port, where guests settle into their cabins. A brief safety briefing is provided, and then the sail leaves Kalamata, offering a different view of the city. The captain, Peter, shares insights into local history and culture, adding depth to the journey.

Guests have the opportunity to participate in sailing if they wish, fostering a hands-on vibe. During the trip, Inna, Peter’s wife, serves coffee, soft drinks, or beers, ensuring refreshments are available throughout. The initial sail lasts around 30 minutes, giving everyone a chance to enjoy the breeze and scenery.

Exploring the Mani Peninsula’s Spectacular Landscapes

One of the highlights of this cruise is sailing close to land to admire the Mani Peninsula. Known for its striking landscapes and mountain villages, the Mani region is described as a place that requires multiple visits to fully appreciate. The region’s character is reflected in its rugged terrain and traditional architecture, making for memorable photo opportunities.

The view of the mountains and villages is a key feature, offering a painted landscape that captivates those on board. This stop lasts approximately 30 minutes, giving enough time to soak in the scenery and take photos.

Seaside Charm of Kitries and Its Historic Significance

The fishing village of Kitries is the first beach stop, with anchor and swimming opportunities in its crystal-clear waters. Historically, Kitries served as Kalamata’s port before the modern harbor was built. It played a role during the Turkish occupation as the seat of the Bey of Mani and was a center for the Greek revolution, giving it a rich maritime history.

For 4-hour trips, this stop is the main event, with about 2 hours allocated for swimming, relaxing, and exploring. Visitors can enjoy diving into the blue waters, making it a perfect spot for refreshing dips.

Visiting Kardamyli: Pirate Bay and Remote Beaches

For 7-hour cruises, the route extends to Kardamyli, where the group can drop anchor at a lively or secluded beach, depending on preferences. The Pirates Bay, a remote and isolated bay, is highly recommended as a highlight. Historically thought of as a pirate stronghold, the bay offers a sense of adventure and the chance to feel like a pirate for a day.

Guests have about 2 hours here to swim, snorkel, or relax. The bay’s seclusion makes it ideal for those seeking peaceful, uncrowded waters, and the experience of exploring beautiful, untouched beaches.

Final Stop at Kalamata and Sea Cave Exploration

Before returning to Kalamata harbor, the cruise makes a final stop in a small sea cave, where swimming and exploration are the main activities. This hidden gem is also a nesting site for a local seal during winter, adding a touch of wildlife interest to the trip.

The return to Kalamata concludes the journey, typically lasting 30 minutes. This last stop offers an opportunity for last-minute swims and photo captures of the coastline.

All-Inclusive Drinks and Snorkeling Equipment

During the cruise, guests enjoy a selection of drinks, including coffee, tea, juices, beers, and fruit salad, all included in the fee. Snorkeling equipment is also provided, encouraging guests to explore underwater life comfortably. The guides are professional and knowledgeable, ready to assist with snorkeling or provide local insights.

Practical Details and Booking Tips

Booking is straightforward, with most guests reserving about 94 days in advance. The cruise is a mobile ticket, making it easy to plan ahead. Travelers should consider bringing sun protection—such as sun hats and sunglasses—and wear comfortable clothes suitable for water activities.

The meeting point is easy to access, and the tour ends back at Kalamata harbor. Remember, Minors must be accompanied by a guardian, and the tour is private—only your group participates, ensuring a personalized experience.

What Sets This Tour Apart from Others

This private sailing experience offers a fully customizable itinerary, with the guides helping craft the perfect day on the water. The choice between 4 or 7 hours allows flexibility for different schedules. The inclusion of local history, snorkeling, and beach stops at iconic locations like Kitries and Pirates Bay makes it a well-rounded adventure.

The high review scores and positive feedback highlight the professionalism of the guides and the quality of the boat, which is described as beautiful and meticulously maintained. The tour’s small group size ensures an intimate, relaxed atmosphere.

The Sum Up: Perfect for Celebrations and Relaxation

This private sailing cruise in Messinia combines luxury, personalization, and stunning scenery into one package. It works wonderfully for celebrations, romantic escapes, or family gatherings, offering custom stops and inclusive drinks.

The tour’s flexibility and private setting make it a top choice for those wanting a calm, beautiful day at sea. The only consideration might be planning ahead, especially during peak season, due to high demand. For small groups seeking a tailored, memorable experience on the Greek waters, this cruise offers a genuinely valuable escape.

✨ Book This Experience

Private Sailing Parties and Events Cruise 4 or 7 Hours



5.0

(19 reviews)

95% 5-star

“We had an absolutely amazing day with Peter and Inna! The boat was absolutely beautiful and meticulously maintained. Inna made us the most amazing…”

— Danielle B, Mar 2025

Frequently Asked Questions

How long is the cruise?
The cruise lasts 4 or 7 hours, depending on the option selected.

What is included in the price?
The price includes drinks such as coffee, tea, juices, beers, fruit salad, snorkeling equipment, and a professional guide.

Where does the tour start?
It starts at Kalamata’s central port, at pier No. 23 opposite the ATHANASIOU cafe.

Can I customize the stops?
Yes, the guides help create your preferred itinerary, with stops at Kalamata, Kitries, Kardamyli, and the sea cave.

Is this tour suitable for children?
Yes, minors are welcome but must be accompanied by a guardian. Physical activity is minimal but swimming and snorkeling are available.

What if I want to book last minute?
Most bookings are made about 94 days in advance, but confirmation can be obtained within 48 hours if booked less than 7 days ahead.

Are meals included?
No, but beverages and fruit salad are provided. The guide can prepare seafood dinners if requested with advance notice.

What makes this tour special?
Its fully private nature, customizable itinerary, stunning routes, and inclusive drinks make it stand out. The friendly guidance and beautiful boats ensure a memorable day.

Is there any wildlife or environmental interest?
Yes, a local seal nests in the sea cave during winter, adding a special touch to the exploration.

Can I bring my own music or equipment?
Yes, travelers are encouraged to bring their favorite music and camera to capture the moments.