Mediterranean Sailing, yachting and motor boating Trips in 2025/2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

40% OFF TODAY

Croatia Sailing Adventure - 8 days

No booking fees

Best price guaranteed

SAILING HOLIDAY: Take in the warm Mediterranean weather, gorgeous beaches, vibrant nightlife and historic towns on this magnificent Adriatic coast 8 day adventure. A must for the young traveller to one of the hottest destinations in Europe, this sailing trip is best-suited for 18 to 35 year old’s.

Sailing, yachting and motor boating

Tour Type

Group Tour

Accommodation

Yacht Cabin, Ship Cabin

Age Range

18-80 yrs

Operated in

english

Destinations

Split, Hvar, Stari Grad, Mljet

Split, Hvar, Stari Grad, Mljet, Dubrovnik, Korčula, Makarska

40% OFF TODAY

Duration8 days

From

USD 1,585

USD 951

Saving

USD 634

View Tour

50% OFF TODAY

Sail Fethiye – Kekova – Fethiye

No booking fees

Best price guaranteed

Set sail with us for an eight-day adventure along Turkey’s gorgeous coastline with endless sunshine and turquoise waters! From the trendy Fethiye to the coves of Kas and Demre, Sail Turkey’s incredible summer spots await as you jump on board a traditional gullet boat. Discover secluded bays, sunken ruins, and hidden beaches on a Mediterranean exploration. Indulge in the comfort of your Turkish traditional gulet by sunbathing on the deck and taking a break from swimming in crystal blue waters. Observe the remnants of ancient civilizations as your boat stops at the sunken ruins of Kekova. Get a taste of the quintessential Mediterranean living on the cobbled streets of Kalkan. At night, enjoy the balmy summer air and refreshing cocktails with your travel mates on board! The Sail Fethiye-Kekova tour invites you to roam the charming villages of Turkey's Turquoise Coast and relax in small towns, all on a voyage of a lifetime.

Sailing, yachting and motor boating

Tour Type

Group Tour

Accommodation

Yacht Cabin

Age Range

18-75 yrs

Operated in

english

Destinations

Fethiye, St Nicholas Island, Kas

Fethiye, St Nicholas Island, Kas, Demre, Firnaz Bay

50% OFF TODAY

Duration8 days

From

USD 1,539

USD 769

Saving

USD 770

View Tour

Croatia Bike & Boat

(15 reviews )

No booking fees

Best price guaranteed

An older but still comfortable boat with a great crew.

Bicycle tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Trogir, Vis, Korčula, Jelsa, Pos

Trogir, Vis, Korčula, Jelsa, Postira, Marjan

Duration8 days

From

USD 2,920

View Tour

Super Sales

Sail Greece: Santorini to Mykonos

No booking fees

Best price guaranteed

Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Ios, Small C

Mykonos, Santorini, Ios, Small Cyclades, Amorgos, Naxos

Duration8 days

From

USD 1,690

USD 1,639

Saving

USD 51

View Tour

Super Sales

Sailing Croatia - Split to Dubrovnik

(8 reviews )

No booking fees

Best price guaranteed

A very memorable, enjoyable and fulfilling holiday. Goof crew and beautiful scenery. Thank you! (especially to Ivan and Nikola for all the effort that they put in to make this a really special trip).

Chill out

Tour Type

Small Group Tour

Accommodation

Yacht Cabin, Hotel

Age Range

16-100 yrs

Operated in

english

Destinations

Dubrovnik, Split

Duration8 days

From

USD 1,949

USD 1,891

Saving

USD 58

View Tour

Super Sales

Sail Greece: Mykonos to Santorini

(1 review )

No booking fees

Best price guaranteed

This was the absolute best trip ever. Ive traveled many times. I have to say this was one of the best experiences and adventures of all. Our skipper, Rita was simply amazing. The best! Wonderful skipper, skilled sailor, knowledgeable, so friendly, helpful, genuinely caring of her boat mates. Shes a dream to sail with! If anyone sails, Id highly recommend requesting her.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Syros, Naxos

Mykonos, Santorini, Syros, Naxos, Cyclades, Amorgos, Ios

Duration8 days

From

USD 1,765

USD 1,712

Saving

USD 53

View Tour

Super Sales

Greece Sailing Adventure: Cyclades Islands

No booking fees

Best price guaranteed

Sail through the gorgeous Greek Islands on a ten-day seafaring adventure around the Cyclades. Setting off from Santorini, you’ll cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines and a laidback way of life, and you’re set to drift and roll to the patterns of the ocean. Cool off with regular swims in turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Hotel, Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Santorini, Amorgos, Small Cyclad

Santorini, Amorgos, Small Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros

Duration10 days

From

USD 2,310

USD 2,241

Saving

USD 69

View Tour

Mediterranean Sailing, Yachting And Motor Boating Tour: Sailing Greece - Santorini To Mykonos

Best Seller

Super Sales

Sailing Greece - Santorini to Mykonos

(8 reviews )

No booking fees

Best price guaranteed

This was an amazing adventure, it was like camping on a yacht. Beautiful water, interestung sites/ ports, great people on our crew, lots of food on board for Breakfast & lunch.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Santorini, Folegandros

Mykonos, Santorini, Folegandros, Sifnos

Duration8 days

From

USD 1,679

USD 1,629

Saving

USD 50

Instant book available

View Tour

Super Sales

Croatia Sailing Adventure: Split to Dubrovnik

No booking fees

Best price guaranteed

See Croatia's natural beauty for yourself on this eight-day sailing adventure along the gorgeous Adriatic coast. Mix relaxing days of swimming and beach going with time spent exploring medieval fortresses, chilling out in lively restaurants, wandering cobblestone streets and hiking to ancient ruins. Wind down in the evening with a spectacular sunset and fall asleep aboard the boat, being lulled to sweet dreams by the sound of lapping waves.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Dubrovnik, Split, Brac, Lastovo

Dubrovnik, Split, Brac, Lastovo Island, Korčula, Mljet

Duration8 days

From

USD 1,775

USD 1,722

Saving

USD 53

View Tour

Super Sales

Sailing Greece - Santorini to Santorini

(10 reviews )

No booking fees

Best price guaranteed

Overall it was an amazing experience combining the exploration of several beautiful Greek islands with the excitement of travelling on a yacht . The guests on board all worked together well to help sail the yacht under the careful eye and patient tuition of Captain Phil

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Santorini, Ios, Mykonos, Syros

Duration10 days

From

USD 2,349

USD 2,279

Saving

USD 70

View Tour

Super Sales

Sailing Greece - Athens to Mykonos

4.9

(9 reviews )

No booking fees

Best price guaranteed

An awesome and relaxing way to see many quieter Greek islands and get a more local experience!

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Mykonos, Syros, Kea

Duration8 days

From

USD 1,649

USD 1,600

Saving

USD 49

View Tour

Super Sales

Sailing Greece - Mykonos to Athens

(8 reviews )

No booking fees

Best price guaranteed

This was definitely one of the top 3 sailing experiences I have had over the years.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Mykonos, Syros, Northern Cyclades

Duration8 days

From

USD 1,649

USD 1,600

Saving

USD 49

View Tour

Croatia Bike & Boat - Deluxe

4.6

(7 reviews )

No booking fees

Best price guaranteed

This was an amazing trip. The Dalmatian Coast of Croatia is spectacular. The islands we visited were beautiful especially when explored by bike. We highly recommend this trip.

Bicycle tours

Tour Type

Group Tour

Accommodation

Hotel, Yacht Cabin

Age Range

18-99 yrs

Operated in

english

Destinations

Split, Hvar, Vis, Korčula, Brac

Split, Hvar, Vis, Korčula, Brac, Trogir

Duration8 days

From

USD 3,260

View Tour

Super Sales

Croatia Sailing Adventure: Dubrovnik to Split

No booking fees

Best price guaranteed

Experience the old-world charm of Croatia on a sailing adventure from Dubrovnik to Split. Spend eight days cruising around impressive coastlines, exploring national parks, wandering through medieval towns or rolling off the boat into warm, turquoise waters to swim. Combine Croatia's natural beauty with regular doses of culture and hang out in the lively restaurant and bar scene, indulging in fresh seafood and regional wines, raising a glass to the coastal vistas.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Dubrovnik, Split, Mljet, Hvar, V

Dubrovnik, Split, Mljet, Hvar, Vis, Brac

Duration8 days

From

USD 1,775

USD 1,722

Saving

USD 53

View Tour

All Mediterranean Sailing, yachting and motor boating Trips

Page 2 of 86 Sailing, yachting and motor boating Trips in Mediterranean with 364 Reviews

Croatia Sailing Adventure - 8 days

Sail Fethiye – Kekova – Fethiye

Croatia Bike & Boat

Sail Greece: Santorini to Mykonos

Sailing Croatia - Split to Dubrovnik

Sail Greece: Mykonos to Santorini

Greece Sailing Adventure: Cyclades Islands

Sailing Greece - Santorini to Mykonos

Croatia Sailing Adventure: Split to Dubrovnik

Sailing Greece - Santorini to Santorini

Sailing Greece - Athens to Mykonos

Sailing Greece - Mykonos to Athens

Croatia Bike & Boat - Deluxe

Croatia Sailing Adventure: Dubrovnik to Split

Page 2 of 86 Sailing, yachting and motor boating Trips in Mediterranean with 364 Reviews

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Mediterranean Sailing, yachting and motor boating Trips

Page 2 of 86 Sailing, yachting and motor boating Trips in Mediterranean with 364 Reviews

Page 2 of 86 Sailing, yachting and motor boating Trips in Mediterranean with 364 Reviews