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Top Greece Sailing Trips

345 Results
Semi-Private Half Day/Sunset cruise

Choose Your Perfect Half-Day Cruise Experience Enjoy a unique escape on the sea with one of our three half-day cruises Morning Cruise – 09:30 to …More

Paros, Greece

Choose Your Perfect Half-Day Cruise Experience Enjoy a unique escape on the sea with one of our three half-day cruises Morning Cruise – 09:30 to...

3 hours Free Cancellation
4.9 (26)
from
$103
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
Daytour Sailboat with Lunch/drinks in Lindos area

Your exclusive sailing experience in complete privacy! A touch of adventure, freedom and direct experience of nature awaits you on our comfortable and sporty sailing …More

Rhodes, Greece

Your exclusive sailing experience in complete privacy! A touch of adventure, freedom and direct experience of nature awaits you on our comfortable and sporty sailing...

6 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$1,056
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
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
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
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

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
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
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
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
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

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