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Top Greece Sailing Trips

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
$184
Mykonos Sail Cruise to Delos and Rhenia Islands

Hop on board and live a unique cruise experience in Mykonos island. Sail to the ancient Delos, explore this UNESCO World Heritage site, swim in …More

Mykonos, Greece

Hop on board and live a unique cruise experience in Mykonos island. Sail to the ancient Delos, explore this UNESCO World Heritage site, swim in...

6 hours Free Cancellation
4.9 (666)
from
$144
All Day Cruise -3 Islands to Agistri,Moni, Aegina with lunch and drinks included

All Day Cruise is here to invite you on a fantastic day out at sea on our traditional wooden motor- sailing boat, all along the …More

Athens, Greece

All Day Cruise is here to invite you on a fantastic day out at sea on our traditional wooden motor- sailing boat, all along the...

10 hours Hotel pickup offered Free Cancellation
4.9 (5,868)
from
$170
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
Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

Santorini's notorious Dream Catcher tour lets you experience with a small group, the beauty of Santorini and the magic of sailing in the Caldera with the …More

Santorini, Greece

Santorini's notorious Dream Catcher tour lets you experience with a small group, the beauty of Santorini and the magic of sailing in the Caldera with the...

5 hours Hotel pickup offered Free Cancellation
4.9 (710)
from
$138
Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous waters of the nearby Rhenia island or the famous Mykonian southern coast …More

Mykonos, Greece

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous waters of the nearby Rhenia island or the famous Mykonian southern coast...

5 hours Hotel pickup offered Free Cancellation
4.9 (1,190)
from
$136
Mykonos Sunset Cruise with Drinks

Come onboard and enjoy the breathtaking Mykonian sunset! Set sail and enjoy the magnificent view of Little Venice and Mykonos. Drop anchor to watch the …More

Mykonos, Greece

Come onboard and enjoy the breathtaking Mykonian sunset! Set sail and enjoy the magnificent view of Little Venice and Mykonos. Drop anchor to watch the...

2 hours 15 minutes Free Cancellation
4.2 (64)
from
$57
Sun & Sea 6 Hour All Inclusive Swimming Cruise with Greek BBQ & Unlimited Drinks

Our Sun & Sea Cruise is designed for those holiday makers looking for a chilled cruise and a true taste of first class Greek Hospitality. …More

Rhodes, Greece

Our Sun & Sea Cruise is designed for those holiday makers looking for a chilled cruise and a true taste of first class Greek Hospitality....

6 hours Free Cancellation
4.8 (618)
from
$74
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
Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

Visit with licensed guide the natural insular archaeological site of Delos and enjoy swimming and snorkeling to a secluded cove off the uninhabited island of …More

Mykonos, Greece

Visit with licensed guide the natural insular archaeological site of Delos and enjoy swimming and snorkeling to a secluded cove off the uninhabited island of...

5 to 6 hours Free Cancellation
4.7 (585)
from
$131
Athens Day Cruise: Agistri, Metopi & Aegina with Lunch on Board

Leave the crowded ferries behind. Your day is spent on a traditional wooden boat with a small group, a warm crew and your own host, …More

Athens, Greece

Leave the crowded ferries behind. Your day is spent on a traditional wooden boat with a small group, a warm crew and your own host,...

10 hours Hotel pickup offered Free Cancellation
4.7 (1,165)
from
$146
Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

Sail to Dia Island: A Boutique Yacht Experience in Paradise Sun, blue waters, and good food—these are the things that define Greece, and Crete in …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

Sail to Dia Island: A Boutique Yacht Experience in Paradise Sun, blue waters, and good food—these are the things that define Greece, and Crete in...

4 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (228)
from
$121
Santorini Semi-private Morning or Sunset Volcano Sailing Tour

Book your Santorini sailing tour to explore the volcano, hot springs, stunning views, and local flavors! …More

Santorini, Greece

Book your Santorini sailing tour to explore the volcano, hot springs, stunning views, and local flavors!...

5 hours Free Cancellation
5.0 (22)
from
$154
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
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
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
Catamaran Cruises Rhodes - 6 Hours Day Cruise ALL INCLUSIVE

**Live the Catamaran experience in Rhodes** We offer our clients the comfort and pleasure of luxury cruises around the beautiful island of Rhodes, creating an …More

Likely to Sell Out
Likely to Sell Out
Rhodes, Greece

**Live the Catamaran experience in Rhodes** We offer our clients the comfort and pleasure of luxury cruises around the beautiful island of Rhodes, creating an...

6 hours Free Cancellation
4.7 (231)
from
$69
Mykonos 6hrs sailing cruise: Delos Rhenia with lunch & transfer

We setsail at 09:00am from Tourlos Marina. Our first stop is an hour away, the renowned Big Delos island. While there, you will have the …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

We setsail at 09:00am from Tourlos Marina. Our first stop is an hour away, the renowned Big Delos island. While there, you will have the...

6 hours Hotel pickup offered Free Cancellation
5.0 (98)
from
$172
A Boat Trip to the Pirate Caves & Blue Lagoon

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very …More

Likely to Sell Out
Likely to Sell Out
Paros, Greece

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very...

3 hours 30 minutes Free Cancellation
4.9 (86)
from
$74
Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

The local captain “Makis” from “The Pirate fishing tours” in Santorini, loves to share his passion for the sea, with the visitors to Santorini island …More

Santorini, Greece

The local captain “Makis” from “The Pirate fishing tours” in Santorini, loves to share his passion for the sea, with the visitors to Santorini island...

5 hours Free Cancellation
5.0 (354)
from
$171

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