Greece Sailing Trips

345 Results
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
Private luxury Escape free drinks & Meals Cruise

Looking for an Escape? Leave your comfort zone and embrace nature to the fullest. The best place to start your eco-quest is the island of …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

Looking for an Escape? Leave your comfort zone and embrace nature to the fullest. The best place to start your eco-quest is the island of...

5 hours Free Cancellation
5.0 (22)
from
$1,010
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
Sunset Cruise in Corfu Old Town on a luxury Catamaran

Experience the beauty of Corfu at golden hour with our exclusive 2-hour Sunset Cruise. Sail through the stunning waters of Corfu Bay, admire the breathtaking …More

Corfu, Greece

Experience the beauty of Corfu at golden hour with our exclusive 2-hour Sunset Cruise. Sail through the stunning waters of Corfu Bay, admire the breathtaking...

2 hours Free Cancellation
5.0 (22)
from
$689
Sunset cruise to Rhenia& Little Venice with transfer

Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass …More

Mykonos, Greece

Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass...

4 hours Hotel pickup offered Free Cancellation
4.9 (20)
from
$136
Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos

Experience the magic of Milos on a luxury catamaran cruise designed for total comfort and adventure. Your journey begins at Adamantas, sailing first to the …More

Milos, Greece

Experience the magic of Milos on a luxury catamaran cruise designed for total comfort and adventure. Your journey begins at Adamantas, sailing first to the...

9 hours Free Cancellation
5.0 (20)
from
$218
Private full day cruise to Antiparos with Paros Sail

You came to your vacation in Paros, there is one thing you must do! Sail and swim in the Blue Lagoon and all the places …More

Paros, Greece

You came to your vacation in Paros, there is one thing you must do! Sail and swim in the Blue Lagoon and all the places...

7 hours Free Cancellation
5.0 (20)
from
$2,454
Corfu Benitses Cruise Tour to Blue Lagoon

Join us for an intimate and exclusive journey aboard our traditional wooden boat, tailored to offer an unmatched experience of the Ionian Sea's serene beauty. …More

Corfu, Greece

Join us for an intimate and exclusive journey aboard our traditional wooden boat, tailored to offer an unmatched experience of the Ionian Sea's serene beauty....

7 hours 30 minutes Free Cancellation
5.0 (19)
from
$148
Sailsational Luxury Santorini Catamaran Sunset Cruise with Dinner

The limited number of participants makes this catamaran sailing experience unique and different. At most, 12-20 guests take place on this catamaran sailing tour. It …More

Santorini, Greece

The limited number of participants makes this catamaran sailing experience unique and different. At most, 12-20 guests take place on this catamaran sailing tour. It...

5 to 6 hours Hotel pickup offered Free Cancellation
4.8 (19)
from
$218
Tolo Sailing|Nafplio|Half day|Private

Exclusive sailing adventures from Nafplio, led by local skippers to hidden gems only accessible by sea! …More

Corinth, Greece

Exclusive sailing adventures from Nafplio, led by local skippers to hidden gems only accessible by sea!...

4 hours 30 minutes Free Cancellation
5.0 (19)
from
$976
Santorini Volcano Hot Springs

Visit Volcano & Hot Springs by joining our most popular & low cost tour. An experience you don't want to miss! ideal for cruise travelers, …More

Santorini, Greece

Visit Volcano & Hot Springs by joining our most popular & low cost tour. An experience you don't want to miss! ideal for cruise travelers,...

3 hours Free Cancellation
4.8 (18)
from
$34
Rhodes Private Luxury Deluxe Sunset Dinner Coctails Champagne

Romance in Rhodes – Sea, Spice & Serenity Enjoy an intimate private sunset cruise aboard Sailing Edisa, with swimming and snorkelling at the crystal-clear waters …More

Rhodes, Greece

Romance in Rhodes – Sea, Spice & Serenity Enjoy an intimate private sunset cruise aboard Sailing Edisa, with swimming and snorkelling at the crystal-clear waters...

4 hours Free Cancellation
5.0 (18)
from
$1,016
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
Half Day Private Cruise with Sailing Yacht in Corfu

View Corfu's Old Town, fortresses, and more on a scenic cruise from Marina Gouvia. Enjoy sightseeing and crystal-clear waters! …More

Corfu, Greece

View Corfu's Old Town, fortresses, and more on a scenic cruise from Marina Gouvia. Enjoy sightseeing and crystal-clear waters!...

4 hours Free Cancellation
5.0 (17)
from
$491
Rethymno: Private Catamaran Cruise with Lunch and Drinks

Set sail from Rethymno on a private cruise aboard one of Crete’s most luxurious catamarans. This exclusive experience combines comfort, relaxation, and adventure, beginning with …More

Set sail from Rethymno on a private cruise aboard one of Crete’s most luxurious catamarans. This exclusive experience combines comfort, relaxation, and adventure, beginning with...

6 hours 30 minutes Free Cancellation
4.8 (16)
from
$2,526
Santorini Full Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport

Enjoy unique views of Santorini from the sea during this 7 hour daycruise, starting from the port of Vlychada. Passing from the Red Beach you …More

Santorini, Greece

Enjoy unique views of Santorini from the sea during this 7 hour daycruise, starting from the port of Vlychada. Passing from the Red Beach you...

7 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$262
Rhodes Private Luxury Sunset Cruise,Cocktails & Champagne, wine

Rhodes Private and Luxury Sunset Cruise to Kallithea Springs -Aboard Our Luxury Sailing Yacht Enjoy a private sunset cruise aboard Sailing Edisa, with golden Aegean …More

Rhodes, Greece

Rhodes Private and Luxury Sunset Cruise to Kallithea Springs -Aboard Our Luxury Sailing Yacht Enjoy a private sunset cruise aboard Sailing Edisa, with golden Aegean...

3 hours 30 minutes Free Cancellation
5.0 (16)
from
$902
Full Day Santorini Catamaran Private Cruise with meal and transfer

Booking a Private Catamaran Tour in Santorini is a dream come true! We offer daily cruises to Santorini’s beautiful sights. The best way to spend …More

Santorini, Greece

Booking a Private Catamaran Tour in Santorini is a dream come true! We offer daily cruises to Santorini’s beautiful sights. The best way to spend...

7 hours Hotel pickup offered
5.0 (16)
from
$2,526
Private Sailing Yacht Events in Kalamata for Up to 23 Guests

What makes this experience unique is the combination of exclusivity, flexibility, and capacity. Unlike typical shared boat tours, this is a fully private sailing yacht …More

Pylos, Greece

What makes this experience unique is the combination of exclusivity, flexibility, and capacity. Unlike typical shared boat tours, this is a fully private sailing yacht...

4 to 7 hours Free Cancellation
5.0 (16)
from
$1,164
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
Small Group Sailing Cruise from Heraklion to Dia Island

Embarking from the enchanting Venetian port of Heraklion, our northward journey to Dia Island promises a semi-private escape filled with delightful socializing and shared experiences. …More

Embarking from the enchanting Venetian port of Heraklion, our northward journey to Dia Island promises a semi-private escape filled with delightful socializing and shared experiences....

6 hours Free Cancellation
5.0 (15)
from
$98

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