If you’re craving a change from the usual sightseeing, this sailing trip along South Crete offers a relaxed, scenic escape. Priced at about $130 per person and rated a perfect 5 stars by travelers, it’s a carefully curated experience that combines the joys of sailing with discovering some of Crete’s most beautiful and lesser-known beaches and islets. The tour starts with convenient pickup from your accommodation, making it simple to enjoy a day on the water without the hassle of organizing transport. Meet at Agia Galini port, just 15 minutes before departure, and prepare yourself for approximately seven hours of sailing, swimming, and sightseeing.
What makes this trip standout are two key aspects. First, the personalized route based on wind conditions means no two trips are exactly alike, ensuring the best possible sailing experience on the day. Second, the exclusive swimming stops, like Paximadia islands and Red Beach, are frequently described as “very exclusive” and free of other boats, offering a rare chance to enjoy pristine waters away from crowds. Critics also highlight the friendly crew as a highlight, with one reviewer praising the captain and co-captain for their warmth and friendliness.
A potential consideration is the group size—limited to just eight travelers—so it’s intimate, but that might also mean fewer spots available if you’re booking last-minute. Also, the trip’s success depends on good weather, and if conditions aren’t ideal, your tour could be canceled or rescheduled, which may require some flexibility. Overall, it’s a well-regarded, value-packed choice for those who appreciate a blend of comfort, natural beauty, and authentic moments without the crowd.
Key Points

- Personalized sailing route: Based on wind conditions for optimal experience.
- Exclusive swimming spots: Enjoy quiet beaches like Paximadia and Red Beach without other boats around.
- All-inclusive convenience: Pickup from your hotel or accommodation simplifies planning.
- Friendly crew: Guides are praised for their warmth and hospitality.
- Time-efficient: Seven hours allows plenty of time for swimming and sightseeing.
- Weather-dependent: The trip relies on good weather, so be prepared for possible rescheduling.
An In-Depth Look at the South Crete Sailing Experience

I often find that the best way to see Crete’s diverse scenery is from the water. This sailing trip, organized by Cretan Holidays, offers just that—an 7-hour voyage that takes you along the southern coast of the island, including some of its most beautiful and less accessible beaches and islets. The adventure begins with a pickup from your accommodation, a simple touch that ensures you’re ready for the day without navigating to a meeting point. After that, you’ll meet the crew at Agia Galini port, a charming spot that’s just a short drive from many guesthouses. The actual departure is at 10:30 am, giving you plenty of daylight for swimming and exploring.
What you’ll love from the start is how flexible the route is. Instead of a rigid itinerary, the captain adjusts the sailing based on wind conditions, which keeps the voyage smooth and the scenery changing. You might find yourselves at spots like Agios Georgios, Triopetra, or Preveli, or even zipping around the Paximadia islets. The stops are designed for swimming, snorkeling, and soaking up the sun, and the reviews often mention the quality of the swimming experiences—crystal-clear waters, no crowds, and a good chance to spot some fish. One guest noted, “Great locations for swimming and looking at all the fish,” emphasizing that these are places where nature still rules.
The small group size—a maximum of eight travelers—ensures an intimate experience. The crew, specifically mentioned as being “super friendly,” helps create a welcoming atmosphere. WeiFong_C highlighted how “the captain and co-captain were super friendly,” which is typical praise from past travelers. This personal touch means you’re likely to get helpful advice, a relaxed vibe, and maybe even some conversations about Crete’s hidden spots.
While many will find the trip’s cost of $129.54 per person to be good value, it’s worth noting that it’s an all-day affair. The price covers the boat, crew, and the swimming stops, but does not include meals or drinks—so bringing some water, snacks, or a light lunch is wise. Little touches like not having to worry about boat logistics or parking make this experience more appealing for travelers who prefer to relax and just enjoy the scenery.
A few practical considerations: the weather can make or break this trip. It’s weather-dependent, and if conditions are poor, your trip might be canceled with options for rescheduling or a full refund. That’s typical for sailing excursions, and it’s comforting to know that the company offers free cancellation up to 24 hours in advance if needed. This flexibility ensures you are not left stranded if Mother Nature doesn’t cooperate.
This excursion is especially suited for those who love quiet beaches, healthy doses of sunshine, and a touch of adventure on the water. If you’re traveling with family, friends, or a partner who enjoys sailing or swimming, this trip offers a perfect blend of activity and relaxation. It’s also excellent for travelers looking for a more authentic, off-the-beaten-path experience away from crowded tourist spots.
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Who Will Appreciate This Trip?

This sailing adventure is ideal for travelers who value authentic natural beauty and prefer a relaxed, intimate setting. If you’re someone who enjoys swimming in pristine waters and discovering hidden beaches that are hard to reach by land, this tour can be a highlight of your Crete holiday. It’s suitable for reasonably active travelers—since swimming is involved—and those who enjoy small-group experiences with friendly guides.
Families with children who are comfortable in the water might enjoy this trip, though the sailing involves some basic coordination, so it’s best for older kids or teens. It’s an excellent choice for couples or small groups of friends who want to share a memorable day away from the crowds and soak in the relaxed Mediterranean atmosphere.
For travelers who prioritize value for money, this trip packs in plenty of scenic beauty, swimming, and personable service for a fair price. The seven-hour duration allows enough time to explore multiple spots, making it a worthwhile day out for those willing to invest in a half-day of aquatic adventure.
Frequently Asked Questions

What is included in the tour price?
The price covers the sailing trip itself, boat crew, and the stops for swimming and sightseeing. It doesn’t include meals or drinks, so bring your own water, snacks, or lunch if desired.
How long is the tour?
The excursion lasts approximately 7 hours, starting at 10:30 am and returning to the meeting point around 5:30 pm.
Is transportation provided?
Yes, the tour includes pickup from your accommodation in Matala or Agia Galini, making the experience more convenient.
What should I bring?
Bring your passport or ID (a photo on your phone is acceptable), swimwear, towels, sun protection, and possibly a camera. It’s wise to have some cash or card for extra snacks or souvenirs.
What happens if the weather is bad?
The trip is weather-dependent. If conditions are poor, the tour might be canceled or rescheduled. You’ll be offered a different date or a full refund if canceled due to weather.
Is the group size small?
Yes, maximum of 8 travelers, which helps keep the experience intimate and personalized.
Can I cancel if I change my mind?
Yes, with free cancellation up to 24 hours before the scheduled time, giving you peace of mind if your plans change.
Final Thoughts

This sailing trip along South Crete offers a genuine blend of adventure, relaxation, and authentic scenery. Its small group size fosters a sense of camaraderie, while the flexible route ensures you get the best sailing experience possible. Perfectly suited for those who love the water, quiet beaches, and a touch of guided local expertise, it’s a fantastic way to see Crete from a different perspective.
Although weather can influence the day, the company’s flexible policies and the trip’s inherent beauty make it a risk worth taking. The friendliness of the crew and the exclusivity of the swimming stops stand out as highlights, promising a memorable day that’s both peaceful and engaging.
If you’re after a relaxing, scenic escape where you can swim in crystal-clear waters and enjoy Crete’s stunning coastline without the noise of crowds, this tour is well worth the investment. Ideal for couples, small groups, or solo travelers seeking authentic moments on the water, it captures the essence of sailing life while showing off Crete’s best-kept secret beaches.
Happy sailing and may your trip be as refreshing as the waters you’ll swim in.
More Sailing Experiences in Crete
- Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch
- Heraklion: Private Half-Day Sailing Trip to Dia Island
- Crete: Chrissi Island Yacht Cruise with Lunch & Snorkeling
- Dia Island Catamaran Premium Lunch, Open Bar, Small Group
- Chania: Private Morning or Sunset Sailing Cruise
- Luxury Catamaran Cruise from Panormo Port with Lunch and Drinks
Ready to catch more wind? More sailing adventures we recommend in Crete
- Luxe Boat Trip on Sailing Catamaran, Heraklion, Crete
- Chania: Private Full-Day Sailing Cruise With Lunch
- South Crete: Small Group Full Day/ Sunset Sailing & Lunch
- Day Sea Excursion on Catamaran Heraklion to Dia With Full Menu
- Crete Yacht Cruises 7-Hours Private Guided Cruise in Ag. Nikolaos
- From Crete: Chrissi Island Yacht Cruise With Lunch
More Boat Tours & Cruises in Crete
- Rethymno: Balos &Gramvousa Day Trip With/Without Boat Ticket
- From Ag. Nikolaos: Spinalonga & Kolokytha Cruise with Lunch
- From Kissamos: Balos Gramvousa Sailing Cruise with Lunch
- Rethymno: Sunset Cruise on a Wooden Pirate Boat
- Rethymno: Pirate Boat Cruise with Swimming Stops
- From Chania: Fully Private Sailing Cruise with Meal & Drinks
More Tour Reviews in Crete
- Crete:Zeus & Lassithi Plateau, OliveTasting, Kritza, Pottery
- Chania: Minoan’s World 9D Experience
- From Crete: Chrissi Island Day Trip by Boat with Swim Stop
- Crete: Knossos Palace and Museum E-Tickets with Audio Guides
- From Rethymno/Kavros: Elafonissi Pink Sand Beach Tour
- Crete: Day Trip to Agios Nikolaos and Spinalonga Island
Not for you? Here's more things to do in Crete we have recnetly reviewed
- Knossos Palace Guided Walking Tour (Without Tickets)
- Heraklion: Private Full-Day Sailing Trip to Dia Island
- Chania: Boat Trip with Guided Snorkeling & Stand-Up Paddling
- Lychnostatis Open Air Museum: Entry Ticket with Add-Ons
- Crete: Day Trip to Sfakiá, Plakias and Kourtaliotiko Gorge
- Crete: Island Jeep Tour with BBQ
- From Chania: Elafonisi and Falasarna Guided Tour with Snacks
- Rethymno: Old Town Segway Tour
- Heraklion, Galatas village: Cretan Cured meat tasting & BBQ
- From Rethymno: Discover South Rethymno
- Semi-Private Agiofarago the Sacred Gorge & Matala
- Self-Drive Jeep Safari to South Coast, Palm Beach & Canyons
