Skip to main content

Top Skiathos Cruises & Sailing

Cruises & Sailing

12 results

Best Seller

Our lady!

Full-Day Sailing Adventure around Skiathos and Nearby Islands Experience the beauty of the Aegean Sea on a full-day sailing trip aboard "Andromeda". Departing from Skiathos Port, this tour visits some of the area’s most stunning locations. Start your day with breakfast, along with coffee and tea, served on board as we set sail. Explore the uninhabited island of Arko or Tsougria and the lush green island of Skopelos. Weather permitting, we’ll also visit the iconic Lalaria Beach, famous for its white cliffs and turquoise waters. Swim in secluded bays and enjoy the water with provided gear, including masks, snorkels, fins, and a stand-up paddleboard(SUP). At midday, savor a delicious onboard lunch of grilled meats, vegetables, Greek salad, and Tzatziki! Soft drinks, water, white wine, and beer are available throughout the cruise. End the day with fresh fruits as we sail back to Skiathos. A perfect blend of adventure, relaxation, and Greek island charm, all in one unforgettable day at sea.

All Inclusive Daily Sailing with BBQ on Board

8 hoursFree Cancellation

Experience the magic of Skiathos from the sea as day turns to night on this unforgettable sunset cruise. Departing from Skiathos Old Port, you’ll sail along the island’s stunning coastline to the world-famous Lalaria Beach, where you can swim in crystal-clear waters, sunbathe on deck, or simply admire the dramatic cliffs and white pebbles. The journey continues past the historic medieval town of Kastro, offering breathtaking views of ancient ruins perched on rugged cliffs. The highlight of the evening is a stop near the small islets of Kastronisia, where you can sip a glass of wine, beer, or Prosecco while watching the Aegean sky burst into fiery sunset colors. As night falls, music, laughter, and good vibes fill the boat, ending with a small surprise that makes this evening truly unforgettable.

Skiathos Sunset Cruise Sail

3 hoursFree Cancellation

All-Inclusive Full-Day Cruise & Lunch

7 hoursFree Cancellation

This sailing experience stands out by combining true sailing with open sails, a small group of up to 12 guests, and a fully all-inclusive concept. Unlike standard boat trips, we sail whenever conditions allow, offering guests the authentic feeling of sailing and a peaceful journey across the Aegean. The small group size creates a relaxed, personal atmosphere and allows access to beautiful, less crowded spots. The experience includes breakfast, a freshly prepared lunch, and drinks, so guests can enjoy the day without any extra costs. Multiple swimming stops in crystal-clear waters, combined with the use of stand-up paddle boards (SUP), add both relaxation and fun. Visiting iconic locations such as Mamma Mia Island in Skopelos and the beautiful islet of Tsougrias, along with the possibility of spotting dolphins along the way, makes this a truly memorable and unique day at sea.

Mamma Mia Island Sailing Cruise from Skiathos (Small Group)

8 hoursFree Cancellation

Explore the crystalline waters surrounding Western Skopelos or Skiathos on board a charming wooden boat with this unique day cruise. Set off towards Arkos Island with your local captain and small group of just 16 passengers, stopping along the way to swim and snorkel. Relax with deck chairs and drinks as you cruise to several uncrowded beaches to drop anchor, enjoy a Greek lunch on board, and take in the coastal views for an entire day at sea.

SemiPrivate Trip on 50ft Traditional Wooden Boat with Greek Lunch

7 to 8 hoursFree Cancellation

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

7 hoursFree Cancellation

We will explore the most beautiful places in Skopelos and Skiathos. One of them is the famous beach Lalaria. We visit and enjoy also the waters of Tsougruas and Arkos islands and Dasia Cave near Skopelos island. We don’t miss also the beautiful Kastani (MAMA MIA). What you have to do? Bring your smile and your positive energy and leave all the other things to us. Food on taverna (vegetarian and non vegetarian) will be included in the price, and also snacks and drinks that we will have on board. You just have to relax and enjoy the trip!

Sailing With Marina Yacht

Whether you're looking to unwind after a long day or celebrate a special occasion, our sunset boat trip is perfect for everyone. Cruising to the island in the best time (Golden hour) at the most unique spots viewing the sun set. Dont forget to bring your camera or smartphone that will need to document this picturesque experience. We look forward to sharing this magical experience with you! Set sail into an evening you won’t forget!

Sunset Cruise on Luxury Private Yacht with Snacks and Drinks

4 hoursFree Cancellation

Private Cruise on a RIb Boat

4 to 7 hoursFree Cancellation

from $2,143

Skiathos Luxury Cruise: Full Day Private Trip to Sporades Islands

4 to 7 hoursFree Cancellation

from $2,858

Welcome aboard! We will demonstrate you the boat to prepare you for this unforgettable and exciting adventure. Before you set off, we'll take a quick look at the boat and familiarize with the equipment and map. We will also highlight the places you will visit, we'll get you ready for the best experience of your holidays! All Places are allowed to visit during your sail around the island. There are no Limits once the Weather Conditions are ideal. Some of the highlighted spots are: Lalaria beach (Accessible only by boat) Blue Cave Kastro beach (Castle of skiathos) Kehria beach (Tarsanas Fish Tavern for Lunch) Small Aselinos beach (Tavern for Lunch) Mandraki beach Agia Eleni beach Banana beach Koukounares beach (the most famous beach in the world) Troulos Beach Vromolimnos Beach Diamanti beach (Fish Tavern) Tsougrias Island (the most beautiful island with 2 beaches that the one offers a sandy beach with a beach bar, and the other one is calm with a Chapel and an old olive Factory

Skiathos Self Drive Boat Rental Licence Free

8 hoursFree Cancellation

Mamma Mia Chapel Visit on a Speed boat

3 hoursFree Cancellation

en

48d059cc-1d3b-449d-828d-3508576d1718

things_to_do_group

Banner for Geo Experiences

Not seeing something you are looking for?

More Tours in Skiathos

Things to do near Skiathos

Popular on Viator

Skiathos Best Experiences

Full-day Tours Outdoor Activities Sailing Cruises & Sailing Half-day Tours Shore Excursions Snorkeling Tours, Sightseeing & Cruises How to Get Around