Greece Sailing Trips

345 Results
From Agia Efimia: All Inclusive Sailing Day Tour to Ithaca

Embarking on a tour of Ithaca from Agia Efimia is a unique experience that offers an array of activities and delights. The tour includes delectable …More

Cephalonia, Greece

Embarking on a tour of Ithaca from Agia Efimia is a unique experience that offers an array of activities and delights. The tour includes delectable...

8 hours Free Cancellation
5.0 (42)
from
$171
Luxury Day Cruises to Ithaca - swimming, snorkeling food and more!

This is one of the best Semi-Private Cruises from Kefalonia to Ithaca departing from Agia Efimia port, on a modern sailing yacht, skippered by an …More

Likely to Sell Out
Likely to Sell Out
Cephalonia, Greece

This is one of the best Semi-Private Cruises from Kefalonia to Ithaca departing from Agia Efimia port, on a modern sailing yacht, skippered by an...

8 hours Free Cancellation
4.9 (96)
from
$172
All-Inclusive Catamaran Day Cruise

A unique activity you shouldn't miss... Join us and explore the hidden gems of the Cyclades and taste some delicious Greek food! …More

Naxos, Greece

A unique activity you shouldn't miss... Join us and explore the hidden gems of the Cyclades and taste some delicious Greek food!...

7 hours Free Cancellation
4.9 (432)
from
$172
Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

Our brand-new luxury catamaran is elegant, sophisticated, and designed for your ultimate comfort. With a small-group setting, this cruise offers an intimate and personalized experience, …More

Our brand-new luxury catamaran is elegant, sophisticated, and designed for your ultimate comfort. With a small-group setting, this cruise offers an intimate and personalized experience,...

6 hours 30 minutes Free Cancellation
4.9 (118)
from
$172
From Skopelos: Full-Day Sailing to Alonissos & Marine Park

Family-run sailing experience hosted by brother and sister skippers, offering authentic sailing with raised sails, small groups (max 8 guests), and a relaxed full-day journey …More

Family-run sailing experience hosted by brother and sister skippers, offering authentic sailing with raised sails, small groups (max 8 guests), and a relaxed full-day journey...

8 hours Free Cancellation
5.0 (161)
from
$172
Milos Sunset Catamaran Cruise to Kleftiko Bay with Meal & Drinks

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

Milos, Greece

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,...

5 hours 30 minutes Free Cancellation
5.0 (32)
from
$177
Half Day Catamaran Afternoon Cruise in Kleftiko

The Half day afternoon cruise will remain etched in your mind until you repeat it. Enjoy the natural beauties and the incredible variety of rocks, …More

Milos, Greece

The Half day afternoon cruise will remain etched in your mind until you repeat it. Enjoy the natural beauties and the incredible variety of rocks,...

6 hours Free Cancellation
5.0 (1)
from
$177
Milos Luxury Catamaran Cruise to Kleftiko Bay with Lunch

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

Milos, Greece

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,...

5 hours 30 minutes Free Cancellation
5.0 (22)
from
$178
Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Ammoudi Bay or Vlychada Marina. Sail past the island's highlights, such as the Red …More

Santorini, Greece

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Ammoudi Bay or Vlychada Marina. Sail past the island's highlights, such as the Red...

5 hours Free Cancellation
4.9 (953)
from
$182
Full Day Boat Tour Around Milos and Poliegos

Every side of the island has complete different things to offer you! There are caves and stories about pirates . There are huge piles of …More

Milos, Greece

Every side of the island has complete different things to offer you! There are caves and stories about pirates . There are huge piles of...

10 hours Free Cancellation
4.8 (8)
from
$182
Full Day Boat Tour to Kleftiko & Sykia Cave

Our special trip is a full day tour gift to the soul, as you have the chance to witness virial historical monuments, by the sea, …More

Milos, Greece

Our special trip is a full day tour gift to the soul, as you have the chance to witness virial historical monuments, by the sea,...

8 hours Free Cancellation
5.0 (6)
from
$182
Milos Small-Group Full-Day Cruise with Snorkelling and Lunch

The cruise is done at a relaxed pace, trying to avoid crowds with only 12 passengers aboard the sailing boat. Boats are equipped with large …More

Milos, Greece

The cruise is done at a relaxed pace, trying to avoid crowds with only 12 passengers aboard the sailing boat. Boats are equipped with large...

8 hours Free Cancellation
5.0 (1,552)
from
$183
Luxury Catamaran Semi private cruise with meals & drinks and transportation.

Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the...

5 hours Hotel pickup offered Free Cancellation
4.5 (42)
from
$183
Santorini: Caldera Private Sailing Boat Cruise with Beneteau Oceanis 46.1

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large cruising yacht. Its stepped hull and a large number …More

Santorini, Greece

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large cruising yacht. Its stepped hull and a large number...

5 hours Hotel pickup offered Free Cancellation
5.0 (17)
from
$183
Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into …More

Santorini, Greece

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into...

5 hours Hotel pickup offered Free Cancellation
4.9 (286)
from
$184
Naxos Blue Lagoon-Cave-Natural Clay Mud-bath -Piso Livadi Shared

Sail the Aegean Like a Local – Blue Lagoon, Cave & Natural Spa with Grey-Clay (Mud-Bath) & Piso Livadi Cruise from Naxos Escape the ordinary …More

Naxos, Greece

Sail the Aegean Like a Local – Blue Lagoon, Cave & Natural Spa with Grey-Clay (Mud-Bath) & Piso Livadi Cruise from Naxos Escape the ordinary...

8 hours Free Cancellation
4.8 (474)
from
$184
Santorini Private Catamaran Cruise

A Lagoon catamaran for your group only: up to 20 guests, 5 hours by day or at sunset from Vlychada Marina. Sail past Red Beach …More

Santorini, Greece

A Lagoon catamaran for your group only: up to 20 guests, 5 hours by day or at sunset from Vlychada Marina. Sail past Red Beach...

5 hours Hotel pickup offered Free Cancellation
5.0 (40)
from
$184
Catamaran Sunset Semi Private and Greek Gastronomy in Athens

Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable adventure that combines traditional meals, breathtaking scenery, amazing …More

Athens, Greece

Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable adventure that combines traditional meals, breathtaking scenery, amazing...

5 hours Free Cancellation
4.9 (66)
from
$188
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
Catamaran Half Day Morning Cruise: Kleftiko

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves …More

Milos, Greece

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves...

6 hours Free Cancellation
4.9 (197)
from
$189
Sailboat Full Day Tour in Kleftiko and Blue Lagoon with Lunch

Make this day unique, forget about any distraction while onboard. Enjoy a genuine adventure that will remain unforgettable. Take some stunning photos and videos that …More

Milos, Greece

Make this day unique, forget about any distraction while onboard. Enjoy a genuine adventure that will remain unforgettable. Take some stunning photos and videos that...

9 hours Free Cancellation
5.0 (55)
from
$189

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