Where the Greek Islands Become Your Family's Playground

Personalized family sailing adventures that blend excitement, learning, and relaxation in Greece's most beautiful waters

5 Stars Familly Stories!

Where Glowing Testimonials Tell Our Story Through Our Guests' Voices!

Oasis Sailing

5.0

Based on 54 reviews

Jose Ortiz

18:06 09 Oct 25

We just had a fantastic sailing experience with Oasis. Mike is a exceptional, laid back captain, who is very knowledgeable and an amazing host. Sophia was also great to have along, and kept things in order. The both of them were like family, and made our passage very special. The Ionians are simply spectacular. Captain Mike's knowledge of secluded private coves made our voyage unique. The food on the islands was delicious and the people are very welcoming. We definitely recommend sailing with Oasis. Our crew will certainly be back again.

Amy McCoy

00:37 30 Sep 25

Absolutely incredible! They made our trip safe, comfortable, and unforgettable. Whether the day went according to plan or had to be adjusted because of rough waters, they were chill, communicative, and made sure we got to beautiful and fun locations that cannot be accessed by big boats and cruise ships. The food was amazing and always so fresh. They know the area so they gave great recommendations for when we were off the boat too.
Thank you Mike and Sofia for making my first boat vacation amazing! I can't recommend you enough!

Kelsey De Pree

19:36 29 Sep 25

I just finished a trip with Oasis. I can’t recommend Mike and Sofia enough. They were so friendly, knowledgeable, and knew how to make each day special. They really took into account the interests of our group and curated our experiences, and island stops, to match. Everything Sofia made, for food, was delicious and she was so carful to pay attention to what we liked even going so far as to get special drinks she heard us mention in passing. Mike checked the weather and adjusted to smooth oceans for swimming and other excursions and talked to locals to get us the best deals on shore. 10/10 would recommend this company and hope to be back on another boat with Oasis before long.

Brittany Hayes

19:16 29 Sep 25

Sailed with Mike and Sofia, they were both fantastic! I felt very safe traveling with them. Sofia made delicious meals and regularly reminded us to stay hydrated. Very relaxing and comfortable trip.

Rebekah Ueland

17:26 29 Sep 25

Mike and Sofia were beyond exceptional at every level! I had the privilege of spending a week with them and 5 of my friends sailing the South Ionian islands. Every stop was incredible. Sofia provided breakfasts, lunches, and snacks on the boat, and every meal was incredible--light but filling and a complete tour of Greek cuisine.

This was my first time doing any sort of sailing holiday, and I ran the trip as an experiment for a travel business of my own--hosting fellow travelers for a once in a lifetime adventure. Mike was an exceptional partner and wonderfully patient as I asked questions and learned the ins and outs of planning a sailing vacation. He and Sofia helped me understand all aspects of planning the itinerary, budgeting for the boat and associated expenses, and more. I felt support and encouraged the whole way. They even provided ideas and coordination for shore excursions uniquely suited to our interests.

All five of my fellow guests agreed that we would happily sail with Oasis again. I can't wait for another adventure with Oasis Sailing!

Jill Henly

16:29 24 Sep 25

Oasis Sailing was a top 10 experience! Mike and Sophia made our vacation and sailing experience absolutely outstanding. Highly recommend them to both experienced and less experienced sailors. Big love!

Tatyana Smirnov

07:34 07 Sep 25

We just finished our sailing vacation with Mike and Pit from Lefkada. We had a great time and saw a lot of gems. If you are looking to have a relaxing and worry free sailing experience, Oasis sailing is the company to go with. You will not regret it.

Rick Stearns

15:56 20 Jul 25

Our captain Mike and his hostess Sophia were outstanding. We had 6 people traveling (parents and kids aged 11-25). They attended to everyone with great care and thoughtfulness. The ports amd swimming bays we visited were outstanding. The crew was relaxed and yet extremely attentive to whatever anyone needed. We would HIGHLY recommend this sailing trip in general (cute towns, fun tavernas, amazing water) and would recommend this crew without hesitation. They thought of everything. We couldn’t have been happier.

nikosgeopaok43

17:37 14 Jul 25

Great experience at sea and excellent knowledge of the Ionian islands, Professional and throughout the trip you had a sense of safety. He was always there to show us all the places and answer any questions we have and the children had. Captain Pit, thank you and we will definitely see you again.

Despoina Papadopoulou

08:54 14 Jul 25

PROFESSIONALS. We spent a week and everything was perfect. Captain Pit was always there to explain anything you asked and that gave you a sense of security on the boat. Keep it up and we will definitely be back. Thank you Captain Pit.

Safe and Secure

Expert skippers with extensive family sailing experience

Tailored for All Ages

Activities designed for both parents and children • Educational

Fun

Kids learn about sailing, marine life, and Greek culture

Flexible Schedules

Adapt the journey to your family's rhythm

All-Inclusive Options

Focus on making memories, not logistics"

why us

Why Choose Oasis Sailing for Your Family Adventure?

Transform your family vacation into an extraordinary adventure with Oasis Sailing’s family-focused sailing holidays in the Greek Islands. For over a decade, we’ve been crafting safe, exciting, and educational sailing experiences that bring families closer together while exploring the crystal-clear waters of the Ionian Sea.

Memories Together

Your Perfect Family Sailing Holiday

Every moment becomes a treasured family memory, from morning swims in secluded bays to evening stories under the stars. Our experienced crew knows exactly how to keep children engaged and parents relaxed. Discover hidden beaches, explore charming villages, and enjoy quality family time in the most beautiful setting imaginable.

Snorkeling in crystal-clear waters teeming with colorful fish

Learning basic sailing skills from our patient, expert crew

Family-friendly Greek cooking lessons

Kid-friendly plans in weather-protected areas with short trips for more swim and fun time.

Safe swimming and paddleboarding in protected bays

Exploring traditional Greek villages and markets"

Beyond Sailing

Adventures for Every Family Member

Turn the Ionian Sea into your family’s natural playground. We’ve handpicked activities that spark curiosity, encourage learning, and create those precious ‘wow’ moments for every family member. From underwater adventures to cultural discoveries, each experience is designed to bring your family closer while creating stories you’ll share for generations.

Worry Free

Peace of Mind for Parents

We understand that family adventures need the perfect balance of excitement and security.

Our professional crew brings decades of sailing expertise, while our vessels are equipped with comprehensive safety features and modern amenities.

From life jackets sized for children to 24/7 emergency support, we’ve thought of everything so you can focus on what matters most – enjoying precious moments with your family.

Safety and Comfort

Your Family's Safety is Our Priority

Sail with complete peace of mind knowing that every aspect of your journey is designed with family safety in mind. Our modern yachts are equipped with comprehensive safety features, and our experienced skippers are trained in family-specific protocols.

Hassle Free

All-Inclusive Family Package

Everything your family needs for an unforgettable sailing adventure is included in our carefully curated package. From an expert skipper who becomes your personal guide to all the equipment that turns your yacht into a floating paradise of fun. We’ve thought of every detail so you can focus on creating memories, not logistics.

FAQ

Got Questions? We've Got Answers!

Is sailing suitable for children?

Absolutely! Our vessels are equipped with all necessary safety features, and our experienced skippers know how to make sailing fun and safe for children of all ages.

What's included in the price?

Your package includes a professional skipper, fully equipped yacht, end cleaning, linens, towels, water sports equipment, and a dinghy for shore excursions.

What about meals?

The yacht has a fully equipped kitchen. You can choose to cook your own meals or enjoy local tavernas. We’re happy to recommend the best family-friendly restaurants in each port.

What activities can we expect?

Daily activities include swimming in safe bays, snorkeling, paddleboarding, beach exploration, and visiting traditional villages. Children can also learn basic sailing skills if interested.

Do we need sailing experience?

No experience needed! Your professional skipper handles all navigation while teaching your family as much about sailing as you’d like to learn.

Which islands will we visit?

We’ll create a custom itinerary based on your family’s interests, typically including beautiful spots in the Ionian islands like Meganisi, Ithaca, and Kefalonia. Routes are flexible and weather-dependent.

What should we pack?

Bring soft-sided luggage with:
• Swimwear and beach towels
• Sun protection (hats, sunscreen)
• Non-slip shoes
• Light, casual clothing
• One warm layer for evenings

Adventure Awaits

Ready to Create Unforgettable Family Memories?

Our mission is to create unforgettable experiences for our clients, whether they are seeking adventure, relaxation, or a combination of both.