Skiathos Sailing Trips


SAILING WORLDWIDE

6 Best Skiathos Sailing Trips Worldwide

The best days on the water.

The 6 most popular skiathos sailing trips. What each sail costs, how long you are on the water, and which crews run it well.

6 Best Skiathos Sailing Trips Worldwide

Day sailing Skiathos Skopelos with lunch on Rainbow yacht - Tsougria Beach and Panormos Bay: where the day gets going
Cruises & Boat Tours, Lunch Experiences, Luxury Yacht Trips, Sailing, Skiathos, Skiathos Sailing Trips, Tour Reviews

Day sailing Skiathos Skopelos with lunch on Rainbow yacht

1.Day sailing Skiathos Skopelos with lunch on Rainbow yacht

Sail Skiathos and Skopelos on Rainbow yacht with multiple swims, onboard Greek lunch, and fruit salad, returning to port by 5 pm.

Most Popular★ 5.0

“Everything about this experience was absolutely perfect. Every positive review you can read is spot on. Fantastic hosts...Yannis, Angelica & Naya. Plenty of space on the boat. Food was spectacular. Mellow, relaxing vibe the entire trip. Plenty of time to swim and explore at every stop. Thanks so much for the memories, our family of…”

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From Skiathos Marina: Yacht Sailing Day Trip with Lunch - Morning on board: croissants, coffee, and settling into sea-time
1-Day Tours, Cruises & Boat Tours, Lunch Experiences, Luxury Yacht Trips, Marina & Harbor Cruises, Sailing, Skiathos, Skiathos Sailing Trips, Tour Reviews

From Skiathos Marina: Yacht Sailing Day Trip with Lunch

2.From Skiathos Marina: Yacht Sailing Day Trip with Lunch

Yacht sailing from Skiathos to Skopelos coves with dolphins, snorkeling, SUP, and a Greek taverna lunch included in an 8-hour day.

★ 4.8

“Great sailing day, skippered by a true professional, supported by his wonderful mate. Boat was first class, as to, the refreshments and lunch stop over. We anchored in some lovely coves, plenty of time to swim and relax”

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From Skiathos Marina: Yacht Sailing Day Trip with Lunch - Morning on board: croissants, coffee, and settling into sea-time
1-Day Tours, Cruises & Boat Tours, Lunch Experiences, Luxury Yacht Trips, Marina & Harbor Cruises, Sailing, Skiathos, Skiathos Sailing Trips, Tour Reviews

From Skiathos Marina: Yacht Sailing Day Trip with Lunch

3.From Skiathos Marina: Yacht Sailing Day Trip with Lunch

Sail from Skiathos to Skopelos on a small yacht with dolphins, snorkeling coves, included Greek taverna lunch, and drinks for 8 hours.

★ 4.6

“We had an amazing day, worth every penny. Very amiable and accomodating crew. We were 12 guests yet it felt private. The sailing was fantastic, sceenic views and beautiful spots for snorkeling. The boat is so well kept; clean and fresh. If you are looking for a relaxing great day look no further!”

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Skiathos: Wooden Sailboat Full- or Half-Day Trip with Meal - The boat vibe: comfy seating, easy water access, and real sea time
1-Day Tours, Cruises & Boat Tours, Half-Day, Sailing, Skiathos, Skiathos Sailing Trips, Tall Ships & Sailing Boats, Tour Reviews

Skiathos: Wooden Sailboat Full- or Half-Day Trip with Meal

4.Skiathos: Wooden Sailboat Full- or Half-Day Trip with Meal

Skiathos on a 62-ft wooden sailboat with snacks, a Greek lunch, and multiple swim-and-snorkel stops, plus sunset options.

★ 5.0

“Really enjoyed the trip. Jumping off the boat. Snorkeling around fishes feeding and a really tasty meal at sunset made for a great evening cruise. throughly enjoyed by us all (2 adults, 2 children - aged 12 & 13). definitely recommend.”

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Skiathos: day sailing trip with swim stops and lunch - What You Do From Departure to the First Swim Stop
Cruises & Boat Tours, Lunch Experiences, Sailing, Skiathos, Skiathos Sailing Trips, Swim-Stop Cruises, Tour Reviews

Skiathos: day sailing trip with swim stops and lunch

5.Skiathos: day sailing trip with swim stops and lunch

Skiathos to Skopelos by sailboat for 8 hours with swim and snorkel stops, SUP, and a fresh lunch on board for $157.

★ 4.9

“The boat was very comfortable and Babis was a lovely host. Lunch was fantastic, very tasty fresh salad and king prawn pasta. Drinks available all day too. The scenery is fabulous and all the swimming stops along the way are very beautiful, with clear waters. A great trip!! As a fantastic bonus at the end…”

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All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - Price and what “all-inclusive lunch” really buys you
Cruises & Boat Tours, Island-Hopping Sails, Lunch Experiences, Sailing, Skiathos, Skiathos Sailing Trips, Tour Reviews

All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch

6.All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch

All-inclusive 7-hour sail from Skiathos with swim stops, snorkel gear, paddleboard, and a meal plus drinks aboard the Nireas.

★ 5.0

“This was a brilliant trip - I was travelling solo but felt totally at ease and met some lovely people on board including our wonderful host Maria and sailor George. The boat is spotlessly clean and very comfortable with plenty of shade if needed. The food was plentiful and excellent quality. We made several stops…”

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Explore by Destination

The sailing ports worth the trip, grouped by the sea they sit on.