Under sail · SWIM STOP & BEACH SAILING TRIPS

The 15 Best Swim-Stop Sailing Trips in Greece

31 sailings  ·  from $88 a head

Some boats stop twice for twenty minutes; some anchor for two hours and put the paddleboards out. These 15 are honest about the water time, and about which bays are reachable only by hull.

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Why 14 passengers makes a difference
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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Heraklion: Sailing Trip to Dia Island with Lunch & Swimming - The crew gives the trip its character
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Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

2.Sailing Trip to Dia Island with Lunch & Swimming

★★★★★★★★★★4.8 · 517 reviews · 6 hours · from $100

Sail from Heraklion to Dia Island for swimming, snorkeling, SUP, fresh Cretan lunch, unlimited drinks, and warm small-group hospitality.

“It was overal a really nice experience. the pickup was well managed and the Boats were really clean. The crew did an amazing job to provide an amazing trip. thanks!”

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Kissamos: Balos & Gramvousa Luxury Catamaran Sailing Cruise - From Kissamos Port to the first swim
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Kissamos: Balos & Gramvousa Luxury Catamaran Sailing Cruise

3.Balos & Gramvousa Luxury Catamaran Sailing Cruise

★★★★★★★★★★4.9 · 516 reviews · 7 - 8.5 hours · from $229

Review of DanEri Yachts’ Balos and Gramvousa catamaran cruise from Kissamos, with food, drinks, swimming, transfers, and practical tips.

“We really enjoyed the full day sailing - the beaches were beautiful, the food served on board was delicious, we felt like there was sufficient time at each beach to really enjoy ourselves, and the boat was luxurious and nice. Our only grievance was that Kissamos (where the tour started) is an expensive cab ride away from Chania, where everyone was coming from, and it would have been nice if the tour provided transportation or at least helped everyone coordinate cabs to save money.”

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From Kissamos: Balos Gramvousa Sailing Cruise with Lunch - Leaving Kissamos on a Small Sailboat
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From Kissamos: Balos Gramvousa Sailing Cruise with Lunch

Nydri: Sailing Through History. Daily Cruise with Beach BBQ - Boarding the Odysseia in Nydri
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Nydri: Sailing Through History. Daily Cruise with Beach BBQ

Kissamos: Balos & Gramvousa Luxury Catamaran Cruise - Gramvousa: fortress views or a quiet swim
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Kissamos: Balos & Gramvousa Luxury Catamaran Cruise

6.Balos & Gramvousa Luxury Catamaran Cruise

★★★★★★★★★★4.6 · 240 reviews · 7 hours · from $190

Review of the $190 Balos and Gramvousa catamaran cruise from Kissamos, with sailing, swimming, lunch, drinks, and practical booking advice.

“Brilliant sailing cruise! We had a brilliant day and would highly recommend. Yanis and his colleague worked hard to make sure we had everything we needed. Good pint of time in each stop and the lunch was delicious!! My partner doesn’t eat seafood and they made him a linguine without which we were thankful for. They had a dingy available at each stop to drop anyone off who didn’t want to swim! Scenery was beautiful and the waters were so blue! Thank you so much for a wonderful trip!’”

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Naxos: Catamaran Cruise with Swim Stops, Food, and Drinks - Boarding one of four spacious catamarans
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Naxos: Catamaran Cruise with Swim Stops, Food, and Drinks

Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming - The Cruise to Prasoniso Island
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Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming

Kos: Small Group Full-Day Sailing with Meal, Drinks, & Swim - The First Bay: Clear Water and Time to Swim
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Kos: Small Group Full-Day Sailing with Meal, Drinks, & Swim

9.Small Group Full-Day Sailing with Meal, Drinks, & Swim

★★★★★★★★★★4.8 · 162 reviews · 7 hours · from $170

Review of Kos’s small-group sailing day to Pserimos, with Greek lunch, drinks, snorkeling, secluded bays, and practical booking tips.

“It was a great tour. The ship was in good conditions, the crew was very friendly and professional and the food was incredible. My only improvement suggestion would be to add a bit more of information along the way. The 2 stops in these bays or islands are nice but there not much content. Maybe I should have booked another trip with that purpose but I think it would not hurt to provide more input as a crew.”

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Mykonos: Sunset Sail Cruise to Rhenia, Beach Hopping, Dinner - Arriving at the yacht and getting settled
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Mykonos: Sunset Sail Cruise to Rhenia, Beach Hopping, Dinner

10.Sunset Sail Cruise to Rhenia, Beach Hopping, Dinner

★★★★★★★★★★4.8 · 122 reviews · 5 hours · from $111

Sail Mykonos beaches to Rhenia for swimming, Greek dinner, wine, snorkeling, and a sunset over the Aegean.

“The cruise was incredibly beautiful. It is a small vessel, so if you experience motion sickness you should take something before getting on. The crew cuts the engine off for most of the sail, which was very peaceful. Great snacks and wine!”

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Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos - Starting from Kissamos with a smooth setup
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Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos

11.Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos

★★★★★★★★★★5.0 · 116 reviews · 7 hours 30 minutes (approx.) · from $235

Review of the Balos and Gramvousa luxury catamaran cruise from Kissamos, with food, timing, swimming stops, costs, and practical tips.

“The whole day was amazing! Staff were great and so friendly. Food was delicious and lots of it. Loved doing the smaller boat tour, we were able to beat the crowds from the big ship to both spots and we enjoy before all the people arrived. Beer and wine included. 100% recommend”

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Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks - Swimming and snorkeling from the yacht
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Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks

Paros: Catamaran Cruise with Swimming, Meal and Drinks - Panteronisi and the pale rock formations
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Paros: Catamaran Cruise with Swimming, Meal and Drinks

Kos: Small Group Full-Day Sailing with Meal, Drinks, & Swim - The First Bay: Clear Water and Time to Swim
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Kos: Small Group Full-Day Sailing with Meal, Drinks, & Swim

Semi-Private :Full-Day Sailing Tour Swim, Snacks & Drinks - Why the weather decides your itinerary
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Semi-Private :Full-Day Sailing Tour Swim, Snacks & Drinks

15.Semi-Private :Full-Day Sailing Tour Swim, Snacks & Drinks

★★★★★★★★★★4.3 · 72 reviews · 9 hours · from $188

Review of Naxos Sailing Tours’ 9-hour Annabella cruise, with caves, snorkeling, island stops, snacks, sailing lessons, value, and practical tips.

“Amazing day beginning to end. Large comfortable boat, nice snacks (cheese pies) and drinks, wonderful views, 3 stops in clear bays for swimming, lunch at a nice marina with freshly caught fish (not included) and a guide, George, very interested in your happiness. He even creates a dvd with pictures and video for you.”

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