All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - Onboard Experience: Food, Drinks, and Atmosphere

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

Experience a full-day all-inclusive sailing trip from Skiathos, exploring nearby islands, with swimming, snorkeling, paddleboarding, and a delicious onboard lunch.

The All-Inclusive Sailing Cruise departing from Skiathos offers a fantastic way to enjoy a 7-hour day on the Aegean Sea for just $144.56 per person. This tour is perfect for those who love sailing, swimming, and relaxing onboard while discovering the beauty of Skiathos, Skopelos, and other nearby islands. The trip departs from Skiathos Port at 9:00 a.m. and features a well-rounded day with snacks, a main meal, fruits, and refreshments included. The group size is limited to 12 travelers, making for an intimate experience with personalized attention from the crew.

While the trip promises 34 scenic swim stops in good weather, the tour’s flexibility means that if conditions are windy, the boat stays along the southern coast of Skiathos to ensure a comfortable and safe journey. The highlight remains the chance to soak up the sun, snorkel in crystal waters, and paddleboard at various stops. With positive reviews praising the crew’s friendliness, delicious food, and overall relaxed atmosphere, this sailing adventure appeals most to travelers seeking a laid-back day on the sea.

Key Points

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

  • Full-day tour from Skiathos lasting approximately 7 hours with departure at 9:00 a.m.
  • Includes snacks, a main meal, fruits, and unlimited non-alcoholic drinks; alcohol served in moderation.
  • Visits Skiathos, Skopelos, and nearby islands, with 34 swim stops depending on weather.
  • Small group size, limited to 12 travelers, for a more personal experience.
  • Flexible route: in windy conditions, the tour stays along Skiathos’ southern coast for comfort.
  • Paddleboarding and snorkeling gear available at stops, with wildlife sightings possible, including dolphins.

Departure from Skiathos Port and Meeting Details

All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - Departure from Skiathos Port and Meeting Details

The tour starts at Skiathos Port, specifically at PlainSailing.com Yacht Charter on Paraliakos street. Travelers are advised to arrive by 9:30 a.m. for check-in, with the activity lasting until around 5:00 p.m. The boat Nireas provides a cozy, well-equipped setting for the day. Since the tour is near public transportation options, getting to the meeting point is straightforward. The experience is designed to be accessible, with most travelers able to participate comfortably.

Exploring the Route and Swim Stops in Skiathos and Skopelos

This full-day sailing trip takes travelers through the waters surrounding Skiathos and Skopelos, with up to 34 swim stops depending on sea conditions. These stops are carefully chosen to showcase the best beaches and hidden coves, allowing ample time for swimming and relaxing in the crystal-clear waters of the Aegean. The route often includes both islands, but if the weather is windy, the boat remains along the southern coast of Skiathos to ensure a smooth ride. This flexibility means more time at each swim spot and a chance to discover less crowded beaches.

The stops focus on beautiful beaches and secluded bays, perfect for unwinding and water activities. The crew’s knowledge helps navigate the best locations, and if you’re lucky, you might glimpse dolphins or other local wildlife during the cruise.

Onboard Experience: Food, Drinks, and Atmosphere

All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - Onboard Experience: Food, Drinks, and Atmosphere

This tour truly stands out for its inclusive onboard dining and relaxing vibe. The snacks, main meal, fruits, and refreshments are served throughout the day, allowing travelers to stay energized without worrying about extra costs. The food quality receives high praise in reviews, with many noting the delicious lunch and generous drink options, including about 3-4 drinks per guest in moderation.

Music adds to the laid-back atmosphere, and the crew’s friendly demeanor ensures everyone feels comfortable. The small group size fosters a cozy, convivial environment, perfect for socializing or simply soaking in the scenic views.

Activities: Swimming, Snorkeling, and Paddleboarding

All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - Activities: Swimming, Snorkeling, and Paddleboarding

The tour offers abundant opportunities for water-based fun, with snorkeling and paddleboarding equipment provided onboard. Travelers can explore beneath the surface, discovering crystal waters rich with marine life, or stand-up paddleboard at calm spots. The 35+ swim stops mean plenty of chances to cool off and enjoy the Aegean Sea’s beauty.

The crew’s helpful instructions and availability of gear make these activities accessible even for beginners. Plus, the possibility of wildlife sightings, including dolphins, adds an element of excitement to the day.

The Crew: Friendly, Knowledgeable, and Helpful

All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - The Crew: Friendly, Knowledgeable, and Helpful

Based on glowing reviews, the crew members—especially Maria and Giorgio—are praised for their warm hospitality and helpfulness. They are described as incredibly friendly, polite, and informative, ensuring that guests feel comfortable from the moment they board. The captain Giorgio is noted for his smiling demeanor, making the sailing experience both safe and enjoyable.

The crew’s attentiveness contributes significantly to the relaxed and friendly atmosphere, distinguishing this trip from more rushed or impersonal alternatives.

Flexibility for Windy Weather and Private Bookings

All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - Flexibility for Windy Weather and Private Bookings

One of this tour’s strengths is its adaptability to weather conditions. If the sea is too windy, the boat stays close to the southern coast of Skiathos, focusing on calm waters and hidden beaches. This flexibility ensures a comfortable experience regardless of weather and allows more time at popular swim spots.

Private trips are also available for those seeking a personalized experience, with tailored routes and schedules. This option is perfect for special occasions or intimate groups wanting exclusive access to the boat and stops.

Pricing and Booking in Advance

All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - Pricing and Booking in Advance

The $144.56 per person price offers excellent value considering the full-day duration, local transportation, and included meals and activities. The tour is typically booked 44 days in advance, highlighting its popularity. The mobile ticket system makes booking straightforward, and cancellation is free if done at least 24 hours prior.

This tour suits travelers who appreciate small groups, flexible routes, and all-inclusive amenities. It’s an ideal choice for families, couples, or groups wanting a relaxed day at sea with plenty of water activities and scenic beauty.

Who Would Most Enjoy This Sail Trip?

All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch - Who Would Most Enjoy This Sail Trip?

This all-inclusive sailing adventure benefits those who love water-based relaxation, scenic views, and delicious food in a friendly environment. It’s especially well-suited for families, couples, or small groups seeking a personalized experience with enough flexibility to adapt to weather conditions.

Travelers who value informative crew members, wildlife sightings, and calm, crystal waters will find this tour particularly rewarding. The limited group size ensures a more intimate experience, making it a standout choice among similar boat trips in Skiathos.

Ready to Book?

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



5.0

(6)

100% 5-star

“What a Fantastic Day”

— A Tripadvisor Reviewer, May 2025

Frequently Asked Questions

Is there a minimum or maximum number of travelers?
Yes, the tour has a maximum of 12 travelers, ensuring a cozy, personalized experience.

What should I bring onboard?
Guests should bring swimsuits, towels, sun protection, and any personal water gear. All water activities are supported with provided equipment.

Can dietary needs be accommodated?
Yes, vegetarian, gluten-free, and other dietary requirements** can be catered for if notified in advance.

What happens if the weather is poor?
The tour requires good weather. If canceled due to weather, guests are offered a rescheduled date or a full refund.

Is alcohol included?
Alcohol is served in moderation—about 3-4 drinks per guest—and only if everyone follows crew instructions for safety.

How do I book this tour?
Booking can be done online through PlainSailing.com, with full details and flexible cancellation policies.

This All-Inclusive Sailing Cruise from Skiathos offers a relaxed, scenic, and delicious way to explore the nearby islands and enjoy the Aegean Sea in comfort. Perfect for those who want an authentic sailing experience with friendly crew, good food, and plenty of water activities.