Top Greece Sailing Trips

Q: Which Greece Sailing Trips have Instant Confirmation?

Greece Sailing Trips with Instant Confirmation include: Sailing Vacation in the Aegean, Greece (8 days) Sailing to Epidavros and Mycenae, Guided Tour and Wine Tasting Athens Experience Combo Sailing Guided Tour and Food Tasting Aegina Island Private Yacht, Guided Tour and Tasting Experience Scuba Diving Private Experience Sailing Greek Cuisine and Diving View all Tours with Instant Confirmation →

Q: I need a ride! Which Greece Sailing Trips have Hotel Pickup?

No problem. These Greece Sailing Trips include Hotel Pickup: Sailing Vacation in the Aegean, Greece (8 days) Aegina Island Private Yacht, Guided Tour and Tasting Experience Full Day Santorini Catamaran Private Cruise with meal and transfer Private Boat Excursion from Athens to Agistri & Aegina Balos Catamaran Private Sailing Cruise with Lunch View all Tours with Hotel Pickup →

Q: Got any more Greece trip ideas?

We sure do. Check out our curated lists of hand-picked Greece Tours. Top 10 Greece 2026 Senior-friendly tours Greece The best tours and activities for culture lovers in Greece Top Day Trips from Greece Things to do in Greece this summer View all Greece Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Greece?

Based on our sales data over the past year, the most popular styles of tours and activities in Greece are: Greece Luxury & Special Occasions Greece Luxury Tours Greece Tours & Sightseeing Greece Cultural & Theme Tours Greece Historical & Heritage Tours View all tour styles in Greece →

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

4.9 (286)

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...

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

4.8 (474)

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...

8 hours Free Cancellation

4.8 (474)

from
$184

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

5.0 (40)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$184

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

5.0 (17)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$183

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

5.0 (1,552)

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...

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

Mykonos, Greece

4.5 (42)

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...

5 hours Hotel pickup offered Free Cancellation

4.5 (42)

from
$183

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

4.9 (953)

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...

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

4.8 (8)

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...

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

5.0 (6)

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,...

8 hours Free Cancellation

5.0 (6)

from
$182

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

5.0 (22)

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,...

5 hours 30 minutes Free Cancellation

5.0 (22)

from
$178

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

5.0 (32)

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,...

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

5.0 (1)

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,...

6 hours Free Cancellation

5.0 (1)

from
$177

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

Cephalonia, Greece

4.9 (96)

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...

8 hours Free Cancellation

4.9 (96)

from
$172

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

4.9 (432)

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!...

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

4.9 (118)

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,...

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

5.0 (161)

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...

8 hours Free Cancellation

5.0 (161)

from
$172

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

4.8 (196)

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...

8 hours Free Cancellation

4.8 (196)

from
$171

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

5.0 (42)

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...

8 hours Free Cancellation

5.0 (42)

from
$171

Mykonos: Luxury Catamaran Cruise with Meal, Drinks & Transport

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

Mykonos, Greece

4.9 (10)

Mykonos: Luxury Catamaran Cruise with Meal, Drinks & Transport

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

5 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$171