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Top Greece Sailing Trips

345 Results
Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer

A sailing trip is 'a must do' experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

A sailing trip is 'a must do' experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most...

5 hours Hotel pickup offered Free Cancellation
4.9 (213)
from
$148
Luxury Catamaran Cruise All-Inclusive & OnBoard Chef | Top Rated!

Experience Crete on the top-rated, most luxurious catamaran with EOS Yachts. An exclusive cruise to mythical Dia island featuring a freshly prepared fine dining Mediterranean …More

Likely to Sell Out
Likely to Sell Out

Experience Crete on the top-rated, most luxurious catamaran with EOS Yachts. An exclusive cruise to mythical Dia island featuring a freshly prepared fine dining Mediterranean...

5 hours 30 minutes Free Cancellation
5.0 (205)
from
$137
Sail the Athenian Coastline on a Catamaran with Meal & Wine

Enjoy a relaxing time on board a modern catamaran, while escaping the bustling city rush, sailing one of the most beautiful coastlines of Europe. From …More

Athens, Greece

Enjoy a relaxing time on board a modern catamaran, while escaping the bustling city rush, sailing one of the most beautiful coastlines of Europe. From...

5 hours Free Cancellation
4.9 (201)
from
$155
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
Milos Sailing Tour with snorkeling and lunch

We start from Pollonia or Adamas and we explore beautiful Milos and magnificent Kleftiko • Comfort and luxury: Our boat features 4 double cabins and …More

Milos, Greece

We start from Pollonia or Adamas and we explore beautiful Milos and magnificent Kleftiko • Comfort and luxury: Our boat features 4 double cabins and...

8 hours Free Cancellation
4.8 (196)
from
$171
Santorini Private Sunset Sailing Tour with Dinner, Drinks &Transfer included

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years, …More

Santorini, Greece

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years,...

5 hours Hotel pickup offered Free Cancellation
5.0 (183)
from
$269
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
Heraklion: Morning/Sunset Sailing Experience-Dia Island & Lunch

Traveling is about exploring new places, meeting people, sharing experiences, learning about history, and above all having fun. Our sailing tours are designed based on …More

Likely to Sell Out
Likely to Sell Out

Traveling is about exploring new places, meeting people, sharing experiences, learning about history, and above all having fun. Our sailing tours are designed based on...

4 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (174)
from
$92
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
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
Semi-private Day Cruise

Experience a premium boat trip with up to 25 guests aboard our spacious 66ft traditional wooden boat, complete with sunbeds and plenty of room to …More

Likely to Sell Out
Likely to Sell Out
Antiparos, Greece

Experience a premium boat trip with up to 25 guests aboard our spacious 66ft traditional wooden boat, complete with sunbeds and plenty of room to...

6 hours 45 minutes Free Cancellation
4.9 (159)
from
$218
Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

Discover the beautiful coast line of Milos and its fantastic and unapproachable beaches with our sailing yachts and find an exciting and alternative way in …More

Milos, Greece

Discover the beautiful coast line of Milos and its fantastic and unapproachable beaches with our sailing yachts and find an exciting and alternative way in...

9 to 10 hours Free Cancellation
4.9 (133)
from
$160
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
Mykonos Catamaran Sunset Cruise with Meal, Drinks & Transfer

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches …More

Mykonos, Greece

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches...

4 hours Hotel pickup offered Free Cancellation
4.9 (127)
from
$114
Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

This morning cruise from Rethymno to Georgioupoli Bay unfolds into a day of scenic adventure. Crystal-clear waters, golden beaches, and lush coastal hills stretch along …More

This morning cruise from Rethymno to Georgioupoli Bay unfolds into a day of scenic adventure. Crystal-clear waters, golden beaches, and lush coastal hills stretch along...

6 hours 30 minutes Free Cancellation
4.9 (123)
from
$166
Island Hopping: Santorini Catamaran Charter Cruise with a skipper

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set …More

Paros, Greece

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set...

7 days
4.9 (123)
from
$8,450
Athens Riviera Half-Day Cruise – Swim, Lunch & Drinks Included!

Embark on an enchanting Half Day Morning Athens Cruise, a serene sailing experience that invites you to explore the mesmerizing beauty of the Athenian Riviera …More

Athens, Greece

Embark on an enchanting Half Day Morning Athens Cruise, a serene sailing experience that invites you to explore the mesmerizing beauty of the Athenian Riviera...

5 hours Hotel pickup offered Free Cancellation
5.0 (119)
from
$131
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
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
Sailing Trip to Dia Island - All Inclusive

Join a small-group sailing adventure from Heraklion to the beautiful, unspoiled Dia Island. With a maximum of 10 guests on board, you’ll enjoy a relaxed, …More

Heraklion, Greece

Join a small-group sailing adventure from Heraklion to the beautiful, unspoiled Dia Island. With a maximum of 10 guests on board, you’ll enjoy a relaxed,...

6 to 7 hours Hotel pickup offered Free Cancellation
4.9 (118)
from
$86

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