America | English flag English | USD flag USD

Quick Search:

Site Map
Banner

Eastern Europe Sailing Tours.

Visit countries like Greece, Croatia, Hungary, Albania, Czechia, Montenegro.

Eastern Europe covers a large area between Poland and Greece with cities like Warsaw, Budapest, Kiev and Bucharest. Most people are Christian and Slavic languages are widely spoken.

Sailing trips are for friends of the water.

If you really enjoy the water – and can swim – you can consider a sailing tour. Sailing boats come in different sizes and comfort levels from antique ships to private yachts, luxury schooners and gigantic clippers. Usually you will sleep on board and active participation with sail setting is common.


Yachting vacations offer similar experiences, but without the sail. Small ships with 8 to 20 people will take to you great pla es on the water and ashore. There is no work to be done, so just enjoy the ride!

Top Destinations in Eastern Europe (Balkan)

Visit countries like ....

Croatia

Croatia (18)

Greece

Greece (13)

Montenegro

Montenegro (5)

 

Search and compare Sailing Tours in Eastern Europe. Book at the tour operator.

We have 6 tour operators that conduct 31 group tours and private tours in Eastern Europe with duration 8 - 15 Days and rates starting at USD 770.

Filter / Search

Tour Type
 
Itinerary Language
 
Start Month
 
Text (name, summary)
 
 
globe International Operators
 
Duration
 
Days
Days
Price Range
 
USD
USD

Coming from:
United States
Languages:
English
Region:
Eastern Europe
Travel Style:
Sailing Tours
Filter / Search 2
  • globe International Operators (27)

All 13 International Tours and Cruises

Add to Favorites
Sailing the Ionian Islands (Encounters Travel)Google Map: Sailing the Ionian Islands

Sailing the Ionian Islands

preview
Group Tour

This 8-day sailing trip will take you a seabound adventure, through the idyllic Ionian Islands, known for their green landscapes and small, secluded bays and coves. During your trip, you'll travel onboard one of our traditional gulets, spending the week at sea with stops in Sivota, Parga, Paxos and ...

From/To
Corfu (Round Trip)
Countries
Greece
Operator
Encounters Travel
Activities
tour category: Divingtour category: Boattour category: Some bicycling is possibletour category: Sailing
Duration
8 Days
Starting at
USD 995
Operator
Encounters Travel

Starting at

USD 995

8 Days
Next Departure
02-May-2026
09-May-2026
Details
Add to Favorites
Dodecanese Sailing Explorer (Encounters Travel)

Dodecanese Sailing Explorer

preview
Group Tour

Explore Rhodes, Symi, Tilos & Chalki on an 8-day gulet cruise. Swim in turquoise bays, visit historic monasteries, and wander medieval streets. A perfect mix of Greek culture and relaxation

From/To
Rhodes (Round Trip)
Countries
Greece
Operator
Encounters Travel
Activities
tour category: Divingtour category: Boattour category: Sailingtour category: Walking
Duration
8 Days
Starting at
USD 1,195
Operator
Encounters Travel

Starting at

USD 1,195

8 Days
Next Departure
02-May-2026
09-May-2026
Details
 
Add to Favorites
Croatia Sailing -Split to Dubrovnik (Ciconia)Google Map: Croatia Sailing -Split to Dubrovnik

Croatia Sailing -Split to Dubrovnik

preview
Group Tour

Set sail aboard the premium M/S Morena and explore Croatia’s spellbinding Dalmatian coast in style. From Split’s historic waterfront to the chic island of Hvar, the charm of Korčula and the elegance of Dubrovnik, each destination blends natural beauty with rich heritage for a truly immersive escape....

From/To
Split ⇒ Dubrovnik
Countries
Croatia
Operator
Ciconia
Duration
8 Days
Starting at
USD 770
Operator
Ciconia
-50%

Starting at

USD 1,539

USD 770

8 Days
Next Departure
16-May-2026
Details
Add to Favorites
Sailing Greece - Athens to Mykonos (G Adventures)Google Map: Sailing Greece - Athens to Mykonos

Sailing Greece - Athens to Mykonos

preview
Group Tour

Our all-new, state-of-the-art 57 ft yachts are the perfect way to see some of the most beautiful islands in the world. This eight-day adventure takes you from the Greek capital, Athens to the famous island of Mykonos. Relax in the sun or try your hand at sailing as your experienced skipper guides yo...

From/To
Athens ⇒ Mykonos
Countries
Greece
Operator
G Adventures
Activities
tour category: Boattour category: Sailing

Tour Variations:

☛
Sailing Greece - Mykonos to Athens (8 Days)
☛
Sailing Greece - Santorini to Mykonos (8 Days)
☛
Sailing Greece - Mykonos to Santorini (8 Days)
☛
Sailing Greece - Mykonos to Mykonos (10 Days)
☛
More... (3)
Duration
8 Days
Starting at
USD 1,649
Operator
G Adventures

Starting at

USD 1,649

8 Days
Next Departure
02-May-2026
16-May-20264+
Details
 
Add to Favorites
Croatia Sailing Adventure: Dubrovnik to Split (Intrepid)Google Map: Croatia Sailing Adventure: Dubrovnik to Split

Croatia Sailing Adventure: Dubrovnik to Split

preview
Group Tour

Experience the old-world charm of Croatia on a sailing odyssey from Dubrovnik to Split. Spend days cruising around impressive coastlines, exploring lush national parks, wandering through medieval towns or rolling off the boat into warm, turquoise waters to swim. Contrast this emergence into Croatia'...

From/To
Dubrovnik ⇒ Split
Countries
Croatia
Operator
Intrepid Travel
Activities
tour category: Boattour category: Sailing

Tour Variations:

☛
Croatia Sailing Adventure: Split to Dubrovnik (8 Days)
Duration
8 Days
Starting at
USD 1,530
Operator
Intrepid
-17.8%

Starting at

USD 1,860

USD 1,530

8 Days
Next Departure
09-May-20264+
16-May-20262
Details
Add to Favorites
Montenegro Sailing - Dubrovnik to Dubrovnik (G Adventures)Google Map: Montenegro Sailing - Dubrovnik to Dubrovnik

Montenegro Sailing - Dubrovnik to Dubrovnik

preview
Group Tour

Sail the Adriatic with this eight-day Montenegro tour, conveniently starting and ending in Dubrovnik. Witness the dramatic scenery and impressive Balkan landscapes as you move south along the Dalmatian coast, checking out a small fishing village, a UNESCO World Heritage Site, and some of the area’s ...

From/To
Dubrovnik (Round Trip)
Countries
Croatia, Montenegro
Operator
G Adventures
Activities
tour category: Fishingtour category: Boattour category: Sailing

Tour Variations:

☛
Montenegro & Croatia Sailing (15 Days)
Duration
8 Days
Starting at
USD 1,949
Operator
G Adventures

Starting at

USD 1,949

8 Days
Next Departure
25-Apr-2026
02-May-2026
Details
 
Add to Favorites
Croatia Sailing Adventure 8D/7N (Dubrovnik to Split) (Bamba)Google Map: Croatia Sailing Adventure 8D/7N (Dubrovnik to Split)

Croatia Sailing Adventure 8D/7N (Dubrovnik to Split)

preview
Group Tour

Discover Croatia's stunning Dalmatian coast with a breathtaking sailing journey that begins in Dubrovnik and concludes in Split. Embark on a unique adventure featuring visits to hidden bays, charming coastal villages, and UNESCO World Heritage sites. Enjoy crystal-clear waters, guided city tours, an...

From/To
Dubrovnik ⇒ Split
Countries
Croatia
Operator
Bamba Travel
Activities
tour category: Fishingtour category: Boattour category: Some bicycling is possibletour category: Sailing

Tour Variations:

☛
Croatia Sailing Adventure 8D/7N (Split to Dubrovnik)
Duration
8 Days
Starting at
USD 1,958
Operator
Bamba

Starting at

USD 1,958

8 Days
Next Departure
09-May-2026
23-May-2026
Details
Add to Favorites
Sailing Croatia - Split to Dubrovnik (G Adventures)Google Map: Sailing Croatia - Split to Dubrovnik

Sailing Croatia - Split to Dubrovnik

preview
Group Tour

Whether you're looking for relaxed afternoons lazing on the deck of a yacht or time to indulge in the nightlife, this eight-day sailing trip aims to please. Discover charming villages and stunning scenery as you sail from Split to Dubrovnik on a small yacht. Matchmaking won't be needed to help you f...

From/To
Split ⇒ Dubrovnik
Countries
Croatia
Operator
G Adventures
Activities
tour category: Boattour category: Kayaktour category: Sailingtour category: Walkingtour category: Nature

Tour Variations:

☛
Sailing Croatia - Dubrovnik to Split (8 Days)
Duration
8 Days
Starting at
USD 2,099
Operator
G Adventures

Starting at

USD 2,099

8 Days
Next Departure
25-Apr-20263
09-May-20264+
Details
 
Add to Favorites
Dalmatian Coast & Montenegro Sailing (G Adventures)Google Map: Dalmatian Coast & Montenegro Sailing

Dalmatian Coast & Montenegro Sailing

preview
Group Tour

Stretch out your vacation days lounging on a yacht deck with this sailing trip that covers the Dalmatian coast from Split to Dubrovnik, along with plenty of time in Montenegro. Feel the warm sun on your face with the refreshing spray of seawater as you venture from coastal town to coastal town, stop...

From/To
Split ⇒ Dubrovnik
Countries
Croatia, Montenegro
Operator
G Adventures
Activities
tour category: Fishingtour category: Divingtour category: Boattour category: Kayaktour category: Sailingtour category: Walking
Duration
15 Days
Starting at
USD 2,099
Operator
G Adventures

Starting at

USD 2,099

15 Days
Next Departure
25-Apr-20262
09-May-20262
Details
Add to Favorites
Montenegro Sailing Adventure from Dubrovnik (Intrepid)Google Map: Montenegro Sailing Adventure from Dubrovnik

Montenegro Sailing Adventure from Dubrovnik

preview
Group Tour

Rugged Adriatic Coast, ancient port cities and the sheltered waters of the Bay of Kotor make Montenegro a dreamy place for an eight-day sailing adventure. While neighbouring Croatia has long been a marine travel hotspot, Montenegro remains something of a hidden sailing gem. Spend several days explor...

From/To
Dubrovnik (Round Trip)
Countries
Croatia, Montenegro
Operator
Intrepid Travel
Activities
tour category: Fishingtour category: Boattour category: Sailingtour category: Walkingtour category: Nature
Duration
8 Days
Starting at
USD 2,185
Operator
Intrepid

Starting at

USD 2,185

8 Days
Next Departure
06-Jun-20262
13-Jun-20262
Details