Greece Cruises, Sailing & Water Tours

4.5 hours boat tour with skipper

"Escape to the turquoise waters of Paros! Rent a boat with us and enjoy a unique experience on the Greek island's stunning coastline. we offer …More

Paros, Greece

"Escape to the turquoise waters of Paros! Rent a boat with us and enjoy a unique experience on the Greek island's stunning coastline. we offer...

4 to 5 hours Free Cancellation
5.0 (10)
from
$536
Cruise to Koufonisia and Rina's Cave

We depart daily to go from Agia Anna's Port and sail to southern Naxos, Kato and Ano Koufonisi. Our journey begins with a treat of …More

Naxos, Greece

We depart daily to go from Agia Anna's Port and sail to southern Naxos, Kato and Ano Koufonisi. Our journey begins with a treat of...

9 hours 30 minutes Free Cancellation
4.4 (20)
from
$96
Catamaran Sailing Trip - All Inclusive

Join a unique catamaran adventure from Heraklion to the beautiful, unspoiled Dia Island. Sail in comfort and style aboard a spacious catamaran, enjoying a relaxed …More

Heraklion, Greece

Join a unique catamaran adventure from Heraklion to the beautiful, unspoiled Dia Island. Sail in comfort and style aboard a spacious catamaran, enjoying a relaxed...

5 to 6 hours Hotel pickup offered Free Cancellation
4.7 (21)
from
$147
Mykonos Catamaran Cruise Private Tour with Meals and Drinks

Enjoy a memorable cruise featuring a delicious meal prepared on board with fresh, local ingredients. Take a refreshing swim in crystal-clear waters, then relax with …More

Mykonos, Greece

Enjoy a memorable cruise featuring a delicious meal prepared on board with fresh, local ingredients. Take a refreshing swim in crystal-clear waters, then relax with...

5 to 8 hours Free Cancellation
5.0 (15)
from
$1,071
Daily Cruise to Lindos with Swimming Stops

Visit the jewl of Rhodes - Lindos by boat. Sailing down the Mediterannean sea, stopping briefly at the bay of Antony Quin for a refreshing …More

Rhodes, Greece

Visit the jewl of Rhodes - Lindos by boat. Sailing down the Mediterannean sea, stopping briefly at the bay of Antony Quin for a refreshing...

8 hours 30 minutes Free Cancellation
5.0 (11)
from
$45
Butterflies Valley & Chalki from Rhodes

Discover two of Rhodes’ most beautiful destinations on a day trip combining nature and island exploration. Begin with a visit to the Valley of the …More

Rhodes, Greece

Discover two of Rhodes’ most beautiful destinations on a day trip combining nature and island exploration. Begin with a visit to the Valley of the...

8 hours Hotel pickup offered Free Cancellation
3.9 (24)
from
$64
Symi Island Full-Day Boat Trip from Rhodes

Depart by boat towards the beautiful island of Symi. Upon arrival, enjoy a guided tour with an official tour guide, discovering the island’s history and …More

Rhodes, Greece

Depart by boat towards the beautiful island of Symi. Upon arrival, enjoy a guided tour with an official tour guide, discovering the island’s history and...

9 hours Hotel pickup offered Free Cancellation
4.0 (26)
from
$70
Halkidiki: Private Cruise to Ammouliani & Drenia Islands

This is a fully private 6-hour cruise — no shared groups, no fixed itinerary. The price covers your entire group (up to 9 guests), not …More

Halkidiki, Greece

This is a fully private 6-hour cruise — no shared groups, no fixed itinerary. The price covers your entire group (up to 9 guests), not...

6 hours Free Cancellation
5.0 (5)
from
$1,118
Sailing in South Crete with transfer from Matala & Ag. Galini

Embark on a delightful excursion starting right from the doorstep of your hotel or accommodation. Our friendly team will pick you up and ensure you're …More

Embark on a delightful excursion starting right from the doorstep of your hotel or accommodation. Our friendly team will pick you up and ensure you're...

7 hours Hotel pickup offered Free Cancellation
4.8 (8)
from
$122
Gramvousa Island and Balos Bay Full-Day Tour from Chania

Discover the westernmost tip of Crete on a scenic bus and boat trip to Gramvousa Island and Balos Bay. Dip your toes in the soft …More

Chania, Greece

Discover the westernmost tip of Crete on a scenic bus and boat trip to Gramvousa Island and Balos Bay. Dip your toes in the soft...

10 hours Hotel pickup offered Free Cancellation
3.9 (36)
from
$22
5 Hours Sunset Tour to Delos and Rhenia Island with Dinner

After an enjoyable day at Mykonos island, Sail Away Sunset cruise is the perfect way to end a memorable evening on the island. Firstly, we …More

Mykonos, Greece

After an enjoyable day at Mykonos island, Sail Away Sunset cruise is the perfect way to end a memorable evening on the island. Firstly, we...

5 hours Hotel pickup offered Free Cancellation
5.0 (9)
from
$119
Symi island & Panormitis Monastery Self-Guided Tour

✨ Discover Symi's Splendor on an Exclusive Cruise! Embark on a full-day odyssey exploring Panormitis Bay captivating island of Symi. Begin at the Panormitis Monastery, …More

Rhodes, Greece

✨ Discover Symi's Splendor on an Exclusive Cruise! Embark on a full-day odyssey exploring Panormitis Bay captivating island of Symi. Begin at the Panormitis Monastery,...

8 hours Hotel pickup offered Free Cancellation
3.9 (31)
from
$73
Private Cruise with Galatea(Paros,Antiparos,Despotiko,Bluelagoon)

Galatea is a beautiful Turkish schooner, the only one on the island of Paros, 19m long x 5.5m wide, with elegant shapes and large living …More

Paros, Greece

Galatea is a beautiful Turkish schooner, the only one on the island of Paros, 19m long x 5.5m wide, with elegant shapes and large living...

4 to 9 hours
5.0 (9)
from
$2,483
Private Cruise: MYKONOS – ANTIPAROS – DESPOTIKO - PANTERONISIA

A day full of dazzling natural beauty and history! Join our private day cruise from Paros to Antiparos, Despotiko, Panteronisi and explore 3 majestic islands. …More

Mykonos, Greece

A day full of dazzling natural beauty and history! Join our private day cruise from Paros to Antiparos, Despotiko, Panteronisi and explore 3 majestic islands....

8 hours Free Cancellation
5.0 (7)
from
$3,044
Luxury Catamaran Morning Private and Greek Gastronomy in Athens

More Than Just a Cruise, It's an Experience Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable …More

Athens, Greece

More Than Just a Cruise, It's an Experience Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable...

6 hours Free Cancellation
5.0 (9)
from
$1,415
private sailing cruises

During the activity you will sail in south Ionian sea, you will discover the uninhabited islands of Proti and Sapientza as well as a number …More

Pylos, Greece

During the activity you will sail in south Ionian sea, you will discover the uninhabited islands of Proti and Sapientza as well as a number...

9 hours Free Cancellation
5.0 (7)
from
$733
BOAT RENTAL per Hour from Hersonissos Crete

PRICE IS PER BOAT: That is why you book only as 1 adult. The minibus picks you up outside your hotel and takes you to …More

Heraklion, Greece

PRICE IS PER BOAT: That is why you book only as 1 adult. The minibus picks you up outside your hotel and takes you to...

2 to 8 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$34
Zakynthos Private Cruise to Shipwreck Beach & Blue Caves

Join us on a private cruise to the North of Zakynthos. Built in 2021, our brand new speed boat offers the comfort and space of …More

Zakynthos, Greece

Join us on a private cruise to the North of Zakynthos. Built in 2021, our brand new speed boat offers the comfort and space of...

5 to 8 hours Free Cancellation
4.8 (8)
from
$778
Full-Day Private Sailing Experience in Nikiti

Live the Ultimate Sailing Experience within a day! Our experienced skippers are more than willing to introduce you to the art of sailing, share their …More

Thessaloniki, Greece

Live the Ultimate Sailing Experience within a day! Our experienced skippers are more than willing to introduce you to the art of sailing, share their...

6 hours Free Cancellation
5.0 (6)
from
$1,253
Hydra and Dokos Private Boat Day-Trip with Snorkeling

Embark on a breathtaking private boat cruise to Hydra and its hidden gems. Visit Dokos, a few miles from Hydra, and enjoy a calm morning …More

Athens, Greece

Embark on a breathtaking private boat cruise to Hydra and its hidden gems. Visit Dokos, a few miles from Hydra, and enjoy a calm morning...

9 hours Free Cancellation
5.0 (5)
from
$1,409
Sailing Catamaran day cruise - Rhodes with lunch & drinks

A superb catamaran sailing experience! Sailing along the East coast of Rhodes, we'll take you to some of the best bays in Rhodes. You'll have …More

Rhodes, Greece

A superb catamaran sailing experience! Sailing along the East coast of Rhodes, we'll take you to some of the best bays in Rhodes. You'll have...

6 hours Free Cancellation
5.0 (9)
from
$1,772

Frequently Asked Questions

These answers are based on answers previously given to Key West Private Charters customers' questions.

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