Island Hopping
Sailing Tours

7 Days • Social Sailing Adventures For 18 to 35

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'The friendships, memories and experiences were life-changing'

Score 4.8 | 787+ reviews

Europe's #1 Rated Sailing Tours

Sail the Mediterranean and experience island hopping at its best

Explore Croatia’s historic coastlines and Greece’s sun-drenched islands, with days of swimming, sailing, and new adventures, and nights of great food and unforgettable sunsets. These trips are designed for 18-35 year olds who want the perfect balance of relaxation, exploration, and partying, sharing the journey with like-minded travellers who will become lifelong friends.

Latest Island Hopping Deals

Group of friends wine tasting at a vineyard in Croatia

Croatia Dubrovnik Voyager

Departs Dubrovnik

2027 NOW LIVE!

€1,290pp

From €968pp

25% Off

Island Hopping

7 Days

MedSailors yachts rafted together in Croatia

Croatia Split Voyager

Departs Split

2027 NOW LIVE!

€1,290pp

From €968pp

25% Off

Island Hopping

7 Days

Woman posing for a photo at the Acropolis in Greece

Greece Athens Voyager

Departs Athens

2027 NOW LIVE!

€1,290pp

From €968pp

25% Off

Island Hopping

7 Days

Croatia Sailing Tours

Stari Grad

Group of friends posing for a photo on the bow of a MedSailors yacht

Hvar Old Town

Friends drinking wine at sunset at Hora Farm

Hora Farm Vineyard

Church of the Good Shepherd in Mljet National Park

Church of the Good Shepherd, Mljet National Park

Woman in the ocean on an inflatable ring

Vis Town

MedSailors yachts rafted together in a bay in Croatia

Korcula Old Town

Woman on a floatie in front of Medsailors yachts

Man looking at the view over Dubrovnik at sunset

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7 Days

Island Hopping

Croatia Split Voyager

Departs Split
For age 18-35
35-40 people
May - October
From €909 per person
7 days, 6 nights

Switch off & relax as we spend leisurely days at sea navigating to well known & remote islands of the Adriatic. Explore old towns, uncover history, experience Croatian cuisine & meet friendly locals as you explore truly breathtaking places.

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MedSailors yachts anchored in a beautiful bay in Croatia

Dubrovnik Old Town

MedSailors guests having fun on floaties

Mljet National Park

Group of friends pose for a photo on a MedSailors catamaran

Hvar Old Town

Hora Farm Vineyard

MedSailors yachts rafted together in a beautiful bay

Friends cycling together in Mljet National Park

Cycle Mljet National Park

Korčula Old Town

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7 Days

Island Hopping

Croatia Dubrovnik Voyager

Departs Dubrovnik
For age 18-35
35-40 people
May - October
From €909 per person
7 days, 6 nights

Journey back in time as you sail to historical places and immerse yourself in local culture. Enjoy the perfect mix of leisure and fun as you take in the natural beauty around you, exploring both popular and beautifully secluded Croatian islands.

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People on floaties in front of a raft of yachts

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7 Days

Island Hopping

Croatia Ultra Festival Route

Departs Split
For age 18-35
35-40 people
One Epic Week - July 11-17
From €1241 per person
7 days, 6 nights + 3-day Festival Pass

Experience the ultimate party at sea with 7 nights of Adriatic sailing, yacht raft parties, Ultra Europe festival access, and nonstop island vibes. Join the biggest 7-day floating festival of your life, featuring epic DJs, world-class music, and unforgettable activities on and off the water.

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Greece Sailing Tours

Poros

Visit The Acropolis

MedSailors flotilla rafted together in a bay in Greece

MedSailors guests dressed in Greeks togas

Toga Party

Two people jump into the water in Greece

Group of people on a banana boat in Greece

Poros watersports

Hydra

Group of friends celebrating onboard a MedSailors catamaran

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7 Days

Island Hopping

Greece Athens Voyager

Departs Athens
For age 18-35
35-40 people
May - October
From €909 per person
7 days, 6 nights

Swim in beautiful coves and explore seaside villages as you discover the enchanting Saronic Islands of Greece. With sunshine and new adventures by day and the very best of Greek hospitality by night.

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4.8/ 5

based on 816 reviews

Had the absolute best week of my life with MedSailors! I chose the Ionian route because of the beautiful pictures I saw online. Greece had been at the top of my bucket list my whole life, so the bar was set pretty high on what I was expecting! Not only were my expectations met, but they were exceeded! Medsailors takes the time to pair you with alike people on your boat, so I was extremely lucky to be put on an all girls boat where the other girls and I got very close very fast! 2 weeks later and we’re still all talking and plan on taking future trips together with MedSailors, so if you’re solo traveling, no need to worry about meeting people!
Our skipper Philly was amazing. Not only was she extremely knowledgeable about the route, amazing at sailing, and an incredible chef, but she was also extremely friendly and welcoming and was a huge contributor on why my experience was as good as it was! Instead of feeling like I was on a structured tour of the islands, I just felt like I was sailing with my closes friends the whole week, even though we had all just met! Philly is one of the main reasons I will be recommending MedSailors to everyone I know!
Our GEL Sara was also amazing! She always took it upon herself to make sure we knew what was in store for us that day, and she was always there to answer any questions we had! She even came to chat and have breakfast on our boat one morning! Sara is another main reason I will be recommending MedSailors to everyone I know!
If you’re thinking about booking a trip with this amazing company, definitely do it! You will have one of the best weeks of your life!

Mikayla Gifford

SEPT 2024

Our week with Med Sailors was nothing short of AMAZING! The whole week is planned out so well by the company (time for swimming/snorkeling, stand up paddle boarding, personal island and national park explore time, socialisation time with other med sailor boats in the convoy, and down time on the boat when sailing between locations). The trip is executed and resourced so incredibly well and the staff were all so fun and easy going (all the skippers and the head wellbeing/social coordinator of our trip, Marion, made the trip the best experience). My 2 friends and I were on the monohull sail boat and were really happy with the 5 other girls that the company had coordinated/selected to be on this boat with us, I have made some friends for life. A special call out to our skipper, Maggie, who went above and beyond to cook a delicious breakfast and lunch for us each day, got us safely from A to B each day, taught us LOTS about sailing and allowed us to get as involved as we each would like to be in learning how to sail, and just hung out and became an awesome friend with the girls and I!!

Chloe Penn

AUG 2024

Adolf was amazing! His skipper ability cannot be explained in words. He was great with letting us know about stops, picking off itinerary swim spots that were gorgeous, fitting in with the vibe of the boat. Always accommodating, never leaving anyone left out. He was a lot of fun! Made it so that I'm worried I'll never have a sailing trip this good ever again. Phily was also on our boat for a bit and was such a treat!

Kennedyeb 16

JULY 2024

Well what an incredible week!! Hugh and Marion you are just such wonderful people!! You really made the holiday special. Thank you so much!!
We could not have been teamed up with a nicer group of girls. We definitely became boat friends. I Would definitely recommend booking MedSailors for an unforgettable holiday.
So many good memories!!