Top activities
Top landmarks
Trip ideas
Nearby places

Top Dodecanese Sailing Trips

30 Results
Sailing Vacation in the Aegean, Greece (8 days)

Island hopping in the Aegean together with Sailing School? What more to ask for your holidays in the Aegean? Experience the Greek island hopping while …More

Rhodes, Greece

Island hopping in the Aegean together with Sailing School? What more to ask for your holidays in the Aegean? Experience the Greek island hopping while...

7 days Hotel pickup offered Free Cancellation
from
$7,989
CYCLADES, SPORADES AND DODECANESIAN SAILING HOLIDAY, with chef and skipper

FROM 2 TO 30 AUGUST EVERY SATURDAY FROM KOS : Dodecanese means 12!islands, which are actually about 200 islands and islets! Some are so far …More

Kos, Greece

FROM 2 TO 30 AUGUST EVERY SATURDAY FROM KOS : Dodecanese means 12!islands, which are actually about 200 islands and islets! Some are so far...

8 days
5.0 (1)
from
$2,296
Private Day Sailtrip from Lindos or Kolymbia via famous beaches

There is no better way of exploring the beauty of Rhodes other than by boat. A cruise that helps you discover the Mediterranean Sea and …More

Rhodes, Greece

There is no better way of exploring the beauty of Rhodes other than by boat. A cruise that helps you discover the Mediterranean Sea and...

7 hours
from
$2,009
Private Day Trip to the most beautiful beaches of Rhodes on a traditional boat

Is it your dream to visit the most beautiful beaches of Rhodes, to enjoy the picturesque bays, to discover the Aegean Sea while snorkeling & …More

Rhodes, Greece

Is it your dream to visit the most beautiful beaches of Rhodes, to enjoy the picturesque bays, to discover the Aegean Sea while snorkeling &...

7 hours
3.7 (3)
from
$1,607
Daytour Sailboat with Lunch/drinks in Lindos area

Your exclusive sailing experience in complete privacy! A touch of adventure, freedom and direct experience of nature awaits you on our comfortable and sporty sailing …More

Rhodes, Greece

Your exclusive sailing experience in complete privacy! A touch of adventure, freedom and direct experience of nature awaits you on our comfortable and sporty sailing...

6 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$1,056
Private Coast to Coast Sailing Trip from Rhodes City

Our cruise departs from Mandraki Harbor at 09:00 and ends at 16:00 at the same location. The cruise stops at Kallithea Bay which is one …More

Rhodes, Greece

Our cruise departs from Mandraki Harbor at 09:00 and ends at 16:00 at the same location. The cruise stops at Kallithea Bay which is one...

7 hours
5.0 (2)
from
$1,027
Rhodes Private Luxury Deluxe Sunset Dinner Coctails Champagne

Romance in Rhodes – Sea, Spice & Serenity Aboard Sailing Edisa, elegant comfort meets the beauty of Kallithea Springs, where crystal waters invite swimming and …More

Rhodes, Greece

Romance in Rhodes – Sea, Spice & Serenity Aboard Sailing Edisa, elegant comfort meets the beauty of Kallithea Springs, where crystal waters invite swimming and...

4 hours Free Cancellation
5.0 (18)
from
$1,016
Rhodes Private Luxury Cruise MediterAsian Lunch Champagne coctail

Sail in Style Aboard the Newly Renovated Sailing Edisa ⛵ Sailing Edisa offers a private luxury yacht experience designed for guests who value privacy, comfort, …More

Rhodes, Greece

Sail in Style Aboard the Newly Renovated Sailing Edisa ⛵ Sailing Edisa offers a private luxury yacht experience designed for guests who value privacy, comfort,...

6 hours Free Cancellation
5.0 (73)
from
$993
Rhodes Private Luxury Sunset Cruise,Cocktails & Champagne, wine

Sunset Cruise to Kallithea Springs – Aboard Our Luxury Sailing Yacht Embark on Sailing Edisa for an unforgettable sunset cruise as golden light reflects across …More

Rhodes, Greece

Sunset Cruise to Kallithea Springs – Aboard Our Luxury Sailing Yacht Embark on Sailing Edisa for an unforgettable sunset cruise as golden light reflects across...

3 hours 30 minutes Free Cancellation
5.0 (16)
from
$902
Private sailing trip to Anthony Quinn Bay and Kallithea Thermes.

Discover the wonders of Rhodes’ stunning coastline on this private sailing trip to Anthony Quinn Bay and Kallithea Thermes. Soak up breathtaking views from start …More

Rhodes, Greece

Discover the wonders of Rhodes’ stunning coastline on this private sailing trip to Anthony Quinn Bay and Kallithea Thermes. Soak up breathtaking views from start...

5 hours 30 minutes
5.0 (1)
from
$769
Private Sunset Sailing Trip from Rhodes City

Enjoy the sunset of Rhodes! Join us on a cruise with our sailing yacht. Our excursion is one of the most relaxing and romantic trips on …More

Rhodes, Greece

Enjoy the sunset of Rhodes! Join us on a cruise with our sailing yacht. Our excursion is one of the most relaxing and romantic trips on...

3 hours 30 minutes
4.3 (3)
from
$685
Private Full/Half-Day Boat Trip in Greece with Food and Drinks

Are you looking for a personal experience where you get to steer the boat and trim the sails? Join us and feel the peace of …More

Rhodes, Greece

Are you looking for a personal experience where you get to steer the boat and trim the sails? Join us and feel the peace of...

5 hours 30 minutes Free Cancellation
5.0 (40)
from
$599
Private sunset cruise in Rhodes with fruits and drinks.

The sunset trip is one of the best evening tour that you can go to,if you want a relaxing time. You can see some historical …More

Rhodes, Greece

The sunset trip is one of the best evening tour that you can go to,if you want a relaxing time. You can see some historical...

3 to 4 hours Free Cancellation
5.0 (59)
from
$441
Kos: Small-Group Full-Day Catamaran Boat Trip, Meal, Drinks &Swim

Discover the Magic of the Aegean on a Catamaran Day Cruise from Kos! Set sail on a spacious catamaran as we journey from Kos to …More

Kos, Greece

Discover the Magic of the Aegean on a Catamaran Day Cruise from Kos! Set sail on a spacious catamaran as we journey from Kos to...

7 hours Free Cancellation
4.9 (98)
from
$205
Luxury Catamaran Morning Semi-Private and Greek Gastronomy Athens

More Than Just a Cruise, It's an Experience. Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable …More

Halkidiki, Greece

More Than Just a Cruise, It's an Experience. Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable...

5 hours Free Cancellation
5.0 (62)
from
$188
Kos: Small Group Full-Day Sailing Boat Trip, Meals, Drinks & Swim

Take in the beautiful Mediterranean ocean and views from a boat with swim and snorkeling stops along the way. Taste locally-made Greek dishes at lunchtime, …More

Kos, Greece

Take in the beautiful Mediterranean ocean and views from a boat with swim and snorkeling stops along the way. Taste locally-made Greek dishes at lunchtime,...

7 hours Free Cancellation
4.9 (102)
from
$166
Athens: All Day Cruise to Agistri Moni Aegina with Lunch & Drinks

If you are you looking for a relaxing and memorable day trip from Athens, look no further than a full-day cruise on a traditional wooden …More

Likely to Sell Out
Likely to Sell Out
Rhodes, Greece

If you are you looking for a relaxing and memorable day trip from Athens, look no further than a full-day cruise on a traditional wooden...

10 hours Hotel pickup offered Free Cancellation
4.8 (640)
from
$161
Greek Shores Snorkel and Sailing Day Trip with Lunch

Sail along the beautiful coastline of Rhodes. A trip you will always remember! Rhodes boasts various bays and beaches perfect for snorkeling, but visiting them …More

Rhodes, Greece

Sail along the beautiful coastline of Rhodes. A trip you will always remember! Rhodes boasts various bays and beaches perfect for snorkeling, but visiting them...

7 hours Hotel pickup offered Free Cancellation
4.9 (11)
from
$126
Semi-Private Sailing Cruise to Iconic Bays (Shore-Ex Top Choice)

Escape the large tour boats and experience the Rhodes coastline in total serenity. Join us on a boutique sailing yacht for a semi-private journey limited …More

Rhodes, Greece

Escape the large tour boats and experience the Rhodes coastline in total serenity. Join us on a boutique sailing yacht for a semi-private journey limited...

6 hours Hotel pickup offered Free Cancellation
4.8 (180)
from
$114
All-Inclusive Swimming Cruise: Anthony Quinn, Traganou & Kalithea

Experience the ultimate day of sun, sea, and Greek hospitality. This is our most popular tour for a reason: it combines the three most iconic …More

Rhodes, Greece

Experience the ultimate day of sun, sea, and Greek hospitality. This is our most popular tour for a reason: it combines the three most iconic...

6 hours Hotel pickup offered Free Cancellation
4.9 (246)
from
$88

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
Activity name

Dodecanese Tours
Attractions
Guides
Calendar