Greece Sailing Trips

5 Hour Private Day or Sunset Cruise in Large & Majestic Catamaran

Step aboard this large and majestic catamaran (equipped with all the amenities of a 5 star floating hotel including AC) and enjoy a comfortable and …More

Mykonos, Greece

Step aboard this large and majestic catamaran (equipped with all the amenities of a 5 star floating hotel including AC) and enjoy a comfortable and...

5 hours Free Cancellation
5.0 (6)
from
$223
Balos Catamaran luxury evening/sunset small group coctail cruise

Embark on an unforgettable sunset shared cruise aboard our elegant and luxury Nautitech 46 Fly Catamaran, departing from Kissamos Port. Your exclusive experience begins with …More

Chania, Greece

Embark on an unforgettable sunset shared cruise aboard our elegant and luxury Nautitech 46 Fly Catamaran, departing from Kissamos Port. Your exclusive experience begins with...

4 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$132
From Heraklion : Small Group 5,5 hours Sailing Trip to Dia Island

Escape the crowled beaches and join us for a lazy day cruise to the island of Dia. You can enjoy a swimming stop in the …More

Escape the crowled beaches and join us for a lazy day cruise to the island of Dia. You can enjoy a swimming stop in the...

5 hours 30 minutes Free Cancellation
4.9 (7)
from
$68
Boat Tickets - Day Trip to Nisyros Island

We sail to Nisyros from Kardamena port on our boat. Nisyros is one of the smallest islands of the Dodecanese, and the boat trip from …More

Kos, Greece

We sail to Nisyros from Kardamena port on our boat. Nisyros is one of the smallest islands of the Dodecanese, and the boat trip from...

7 hours Free Cancellation
4.4 (12)
from
$23
Mykonos Catamaran Private Delos Rhenia cruise

Indulge in this daily cruise to Delos and Rhenia islands, which lets you bask in the warm Mykonian sun, enjoying the summer breeze as you …More

Mykonos, Greece

Indulge in this daily cruise to Delos and Rhenia islands, which lets you bask in the warm Mykonian sun, enjoying the summer breeze as you...

6 hours Free Cancellation
4.9 (7)
from
$2,054
Luxury Private Power Catamaran Tour in Santorini

This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose the places you wish to see! Lucky 8 …More

Santorini, Greece

This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose the places you wish to see! Lucky 8...

3 hours
5.0 (7)
from
$1,837
Premium Catamaran Cruise to Marathi Bay with Lunch from Chania

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge, …More

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge,...

6 hours 30 minutes Free Cancellation
5.0 (8)
from
$149
Balos Catamaran Private Sailing Cruise with Lunch

Full Day PRIVATE Cruise out of Kissamos Port to BALOS beach and GRAMVOUSA island Check in: 10am embarkation in Kissamos port Check out: 5pm disembarkation …More

Full Day PRIVATE Cruise out of Kissamos Port to BALOS beach and GRAMVOUSA island Check in: 10am embarkation in Kissamos port Check out: 5pm disembarkation...

7 hours Hotel pickup offered Free Cancellation
5.0 (7)
from
$2,296
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
$1,029
Small Group Golden Hour Cruise from Ag. Nikolaos in Mirabello Bay

Departing from the Marina of Agios Nikolaos, our journey promises a semi-private escape filled with delightful socializing and shared experiences. It begins with relaxation or …More

Departing from the Marina of Agios Nikolaos, our journey promises a semi-private escape filled with delightful socializing and shared experiences. It begins with relaxation or...

4 hours 30 minutes Free Cancellation
5.0 (6)
from
$109
Exclusive Sailing on a Private Yacht from Athens

Experience the Saronic Gulf like never before with us! Our Exclusive Sailing to Aegina on a Private Yacht from Athens Cruise is all about personalized, …More

Athens, Greece

Experience the Saronic Gulf like never before with us! Our Exclusive Sailing to Aegina on a Private Yacht from Athens Cruise is all about personalized,...

9 hours Free Cancellation
5.0 (7)
from
$1,091
Agios Georgios | Greek Traditional Wooden Boat

Daily Morning Shared Cruise Full-day cruise to Blue Lagoon, Despotiko and a secluded bay: First stop: Greek dakos with local wine Second stop: BBQ onboard, …More

Paros, Greece

Daily Morning Shared Cruise Full-day cruise to Blue Lagoon, Despotiko and a secluded bay: First stop: Greek dakos with local wine Second stop: BBQ onboard,...

7 hours 30 minutes Free Cancellation
5.0 (6)
from
$113
South Paros Antiparos Despotiko Faragas Beach Sailboat SY AGERAS

We sail from Piso Livadi to the southwest by 09:30, hoisting your sails and adjusting your course according to the prevailing winds we enjoy a …More

Paros, Greece

We sail from Piso Livadi to the southwest by 09:30, hoisting your sails and adjusting your course according to the prevailing winds we enjoy a...

8 hours Free Cancellation
4.9 (9)
from
$195
One Full Day of True Sailing to South Naxos & Koufonisi SY AGERAS

We sail from Piso Livadi towards South Naxos by 09:00, hoisting our sails & adjusting our course according to the prevailing winds we enjoy a …More

Paros, Greece

We sail from Piso Livadi towards South Naxos by 09:00, hoisting our sails & adjusting our course according to the prevailing winds we enjoy a...

10 hours Free Cancellation
5.0 (8)
from
$222
Katerina Sailing Sunrise and Sunset Cruises

Katerina Sailing Boat Milos is a family-run sailing experience offering authentic and intimate trips around the island of Milos. With Captain Katerina at the helm, …More

Milos, Greece

Katerina Sailing Boat Milos is a family-run sailing experience offering authentic and intimate trips around the island of Milos. With Captain Katerina at the helm,...

6 to 8 hours Free Cancellation
5.0 (9)
from
$1,141
Boat and hike tour to the Hidden Beaches of Syros

Our adventure begins at Kini, a charming fishing village on Syros' west coast. We board a boat and leave behind everyday life, cruising toward the …More

Syros, Greece

Our adventure begins at Kini, a charming fishing village on Syros' west coast. We board a boat and leave behind everyday life, cruising toward the...

5 hours Free Cancellation
5.0 (7)
from
$103
Private 2 Hours Sunset Cruise in Milos — Magical Klima Village

Heading to Klima promises not just a glimpse but a full immersion in nature's canvas at sunset. The way hues blend and dance across the …More

Milos, Greece

Heading to Klima promises not just a glimpse but a full immersion in nature's canvas at sunset. The way hues blend and dance across the...

2 hours Free Cancellation
5.0 (3)
from
$531
Private All Inclusive Sailing Day Tour from Agia Efimia to Ithaca

Experience an unforgettable 8-hour private sailing adventure from Agia Efimia, Kefalonia, to Ithaca. Swim in pristine waters at Gidaki Beach and Lygia Islet. Savor crew-crafted …More

Cephalonia, Greece

Experience an unforgettable 8-hour private sailing adventure from Agia Efimia, Kefalonia, to Ithaca. Swim in pristine waters at Gidaki Beach and Lygia Islet. Savor crew-crafted...

8 hours Free Cancellation
5.0 (4)
from
$1,084
5,5 hours Private Sailing Trips from Heraklion to Island of Dia

Escape the crowled beaches and join us for a lazy day cruise to the island of DIA. You can enjoy a swimming stop in the …More

Escape the crowled beaches and join us for a lazy day cruise to the island of DIA. You can enjoy a swimming stop in the...

5 hours 30 minutes Free Cancellation
5.0 (4)
from
$511
Agios Nikolaos: Private Catamaran Cruise with Meal & Drinks

Experience a private cruise from Agios Nikolaos around Mirabello and Spinalonga aboard a luxurious sailing catamaran. Morning serenity or sunset beauty, tailored for families, friends, …More

Experience a private cruise from Agios Nikolaos around Mirabello and Spinalonga aboard a luxurious sailing catamaran. Morning serenity or sunset beauty, tailored for families, friends,...

5 hours Free Cancellation
5.0 (2)
from
$2,411
Heraklion: Private Catamaran Cruise to Dia with Meal & Drinks

Embark on a private sailing catamaran cruise from Heraklion to the bay of Dia Island—an ideal escape for families, friends, or special celebrations. Aboard our …More

Embark on a private sailing catamaran cruise from Heraklion to the bay of Dia Island—an ideal escape for families, friends, or special celebrations. Aboard our...

5 hours Free Cancellation
5.0 (4)
from
$2,411

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