Greece Sailing Trips

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
Naxos: Rina Cave & South Naxos Private Traditional Boat Trip

Join us at our home in Panermos to discover the Naxos we love. Operating since 2010, our traditional wooden boats, visit Rina Cave and hidden …More

Naxos, Greece

Join us at our home in Panermos to discover the Naxos we love. Operating since 2010, our traditional wooden boats, visit Rina Cave and hidden...

2 hours Free Cancellation
5.0 (42)
from
$354
5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing

Discover west Sithonia islets and Porto Carras seclude coves. Swimming the crystal clear lagoon water under the Mediterranean forest and sailing the afternoon sea breeze, …More

Halkidiki, Greece

Discover west Sithonia islets and Porto Carras seclude coves. Swimming the crystal clear lagoon water under the Mediterranean forest and sailing the afternoon sea breeze,...

5 hours Free Cancellation
4.8 (23)
from
$79
Private Sailing Cruise from Heraklion to Dia Island

Discover the unique destination of Dia island while traveling in style and comfort aboard our luxury sailing boat. Feel the breeze of Cretan sea, swim …More

Discover the unique destination of Dia island while traveling in style and comfort aboard our luxury sailing boat. Feel the breeze of Cretan sea, swim...

6 hours Free Cancellation
5.0 (24)
from
$712
Nafplio Sun Sail Cruises | Half Day | Private | With Full Meal

Sail from Nafplio’s Old Port to Hidden Gems of the Argolic Gulf! Our cruise includes 2–3 stops at remote beaches only accessible by boat—perfect for …More

Nafplio, Greece

Sail from Nafplio’s Old Port to Hidden Gems of the Argolic Gulf! Our cruise includes 2–3 stops at remote beaches only accessible by boat—perfect for...

4 hours 30 minutes Free Cancellation
5.0 (15)
from
$114
Unique sailing experience to Aegina-Metopi and Skala

All Day Cruise is here to invite you on a fantastic day out at sea on the semi-private luxury yacht Martika, all along the mesmerizing …More

Athens, Greece

All Day Cruise is here to invite you on a fantastic day out at sea on the semi-private luxury yacht Martika, all along the mesmerizing...

10 hours Hotel pickup offered Free Cancellation
4.9 (36)
from
$170
Half Day Cruise on a Sailing Yacht in Corfu Island

Escape the crowds and discover the hidden beauty of Corfu on an unforgettable boat experience. Explore secluded beaches and charming coves accessible only by boat, …More

Corfu, Greece

Escape the crowds and discover the hidden beauty of Corfu on an unforgettable boat experience. Explore secluded beaches and charming coves accessible only by boat,...

4 hours Free Cancellation
5.0 (130)
from
$964
Small Group Sailing Cruise from Agios 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...

6 hours Free Cancellation
4.8 (25)
from
$126
Sailing trip to the Top Coasts of Crete, Daily/Multi-day

We are the only Sailing Yacht in the area,so you will enjoy isolated turquoise coasts with no crowds.Our daily sailing trip take place in the …More

We are the only Sailing Yacht in the area,so you will enjoy isolated turquoise coasts with no crowds.Our daily sailing trip take place in the...

7 hours
5.0 (173)
from
$1,137
Santorini Oia: Private Day Cruise with Fresh Fish BBQ & Drinks

The Private Day Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the …More

Santorini, Greece

The Private Day Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the...

4 hours Hotel pickup offered Free Cancellation
5.0 (38)
from
$165
Glaraki Private Day Cruise

Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destination, Panteronisia / Blue Lagoon.  Once there, we will be surrounded …More

Antiparos, Greece

Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destination, Panteronisia / Blue Lagoon.  Once there, we will be surrounded...

6 hours 45 minutes Free Cancellation
5.0 (31)
from
$1,837
SAILING DAY 4.5-5h & SUNSET 3 or 4.5-5h from Hersonissos CRETE

The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leaves. DAY & SUNSET of 4.5-5h: …More

Heraklion, Greece

The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leaves. DAY & SUNSET of 4.5-5h:...

3 to 5 hours Hotel pickup offered Free Cancellation
4.8 (24)
from
$103
Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko …More

Milos, Greece

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko...

6 hours Free Cancellation
4.9 (28)
from
$166
5 Hours Sailing Trip to Mykonos Famous Beaches with Lunch

The opportunity to see all South beaches, soak up the sun, snorkel to crystal clear waters, and meet new people. The opportunity to explore the …More

Mykonos, Greece

The opportunity to see all South beaches, soak up the sun, snorkel to crystal clear waters, and meet new people. The opportunity to explore the...

5 hours Hotel pickup offered Free Cancellation
5.0 (33)
from
$120
Santorini Oia: Small Group Day Cruise w BBQ Fresh Fish & Drinks

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise …More

Santorini, Greece

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise...

4 hours Hotel pickup offered Free Cancellation
5.0 (33)
from
$120
All-Inclusive Full-Day Cruise & Lunch

Enjoy a unique day sailing tour with our NEW amazing ''Hanse 540e Performance'', the Biggest and most Luxury Sailing Yacht in Sporades, Enjoy amazing sailing …More

Skiathos, Greece

Enjoy a unique day sailing tour with our NEW amazing ''Hanse 540e Performance'', the Biggest and most Luxury Sailing Yacht in Sporades, Enjoy amazing sailing...

7 hours Free Cancellation
5.0 (119)
from
$161
Private Daily Sailing Cruise to Discover the Highlights of Milos

This cruise is unique and a must when visiting Milos . It gets you to places mostly accessible only by boat and offer the comfort …More

Milos, Greece

This cruise is unique and a must when visiting Milos . It gets you to places mostly accessible only by boat and offer the comfort...

8 hours Free Cancellation
5.0 (34)
from
$1,318
Private Boat Trip in Halkidiki, Greece

This is the best tour you can book in the area. We want you to feel that you are hanging out with your Greek friend …More

Halkidiki, Greece

This is the best tour you can book in the area. We want you to feel that you are hanging out with your Greek friend...

7 hours Free Cancellation
5.0 (33)
from
$861
All inclusive cruise Sailing Cruise to Delos&Rhenia beaches

Enjoy Sailing on the yacht in a friendly small group atmosphere. Swim and snorkel in crystal clear waters and indulge on the pristine beaches of …More

Mykonos, Greece

Enjoy Sailing on the yacht in a friendly small group atmosphere. Swim and snorkel in crystal clear waters and indulge on the pristine beaches of...

5 hours 30 minutes Free Cancellation
4.8 (22)
from
$121
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
Private Full Day Tour in South Paros Caves Despotiko

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

Paros, Greece

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

8 hours Free Cancellation
5.0 (32)
from
$367

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