Cyclades Islands Boat Tours

Santorini Sunset Cruise in Caldera

Experience a calm and romantic trip to the amazing sites of Santorini on a charming wooden sailing boat! The peaceful atmosphere and gentle rocking of …More

Santorini, Greece

Experience a calm and romantic trip to the amazing sites of Santorini on a charming wooden sailing boat! The peaceful atmosphere and gentle rocking of...

5 hours Free Cancellation
4.9 (45)
from
$51
Private Sunset Cruise with Full Greek Dinner

• We will set sail from the Marina of Vlihada, to red beach of the island which is situated in the historic village of Akrotiri …More

Santorini, Greece

• We will set sail from the Marina of Vlihada, to red beach of the island which is situated in the historic village of Akrotiri...

5 hours Hotel pickup offered Free Cancellation
5.0 (49)
from
$187
Private Full Day Catamaran Cruise from Paros with Lunch

Enjoy an unforgettable day aboard our luxury Catamaran. Our professional crew offers a fully personalised service that caters to your every need. Rest your head …More

Paros, Greece

Enjoy an unforgettable day aboard our luxury Catamaran. Our professional crew offers a fully personalised service that caters to your every need. Rest your head...

9 hours Hotel pickup offered Free Cancellation
5.0 (54)
from
$294
Diamond 36 Private Motor Yacht Caldera Cruise

The Diamond 36 Motor Yacht is a mix of comfort, safety and fine design with high tech innovation and a passion for the sea. Create …More

Santorini, Greece

The Diamond 36 Motor Yacht is a mix of comfort, safety and fine design with high tech innovation and a passion for the sea. Create...

3 to 5 hours Hotel pickup offered Free Cancellation
5.0 (47)
from
$122
Santorini Caldera Private Sailing Boat Cruise

Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on Earth! Get on board and your Caldera private …More

Santorini, Greece

Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on Earth! Get on board and your Caldera private...

5 hours Hotel pickup offered Free Cancellation
4.9 (53)
from
$796
Mykonos: Private Catamaran Cruise—Lunch & Unlimited Drinks

Set sail on a private catamaran cruise from Mykonos with hotel pickup and drop-off included, so your day starts and ends effortlessly. Visit Delos and …More

Mykonos, Greece

Set sail on a private catamaran cruise from Mykonos with hotel pickup and drop-off included, so your day starts and ends effortlessly. Visit Delos and...

5 to 8 hours Hotel pickup offered Free Cancellation
5.0 (54)
from
$1,364
3 Hour Private Cruise – South Coastline Of Mykonos

The beaches of Mykonos are totally intertwined with the island's global reputation, as both quality and number are something you do not encounter on any …More

Mykonos, Greece

The beaches of Mykonos are totally intertwined with the island's global reputation, as both quality and number are something you do not encounter on any...

3 hours Free Cancellation
5.0 (59)
from
$851
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

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
Caldera Cruise with Swim Stops, BBQ on board and drinks!

Set out on a unique sailing adventure. The cruise takes you to the emblematic Caldera coastline, by the Black Rock of the Indian and the …More

Santorini, Greece

Set out on a unique sailing adventure. The cruise takes you to the emblematic Caldera coastline, by the Black Rock of the Indian and the...

5 hours Hotel pickup offered Free Cancellation
5.0 (27)
from
$148
Private all included yacht Tour in Santorini

"Step aboard and join the captivating journey led by the esteemed Captain George, a true son of the enchanting Santorinian Sea. Raised amidst the seafaring …More

Santorini, Greece

"Step aboard and join the captivating journey led by the esteemed Captain George, a true son of the enchanting Santorinian Sea. Raised amidst the seafaring...

3 to 5 hours Hotel pickup offered Free Cancellation
4.9 (38)
from
$292
Santorini Oia: Private Day Cruise with Fresh Fish BBQ & Drinks

The Private Day Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the …More

Santorini, Greece

The Private Day Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the...

4 hours Hotel pickup offered Free Cancellation
5.0 (38)
from
$164
Glaraki Private Day Cruise

Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destination, Panteronisia / Blue Lagoon.  Once there, we will be surrounded …More

Antiparos, Greece

Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destination, Panteronisia / Blue Lagoon.  Once there, we will be surrounded...

6 hours 45 minutes Free Cancellation
5.0 (31)
from
$1,820
Caldera Private Cruise & Volcano Hike

"The best value-for-money excursion cruise in Santorini" Set sail from Ammoudi Port cruising along the coastline and visit the two most iconic sights of the …More

Santorini, Greece

"The best value-for-money excursion cruise in Santorini" Set sail from Ammoudi Port cruising along the coastline and visit the two most iconic sights of the...

3 hours Free Cancellation
4.9 (35)
from
$131
Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko …More

Milos, Greece

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko...

6 hours Free Cancellation
4.9 (28)
from
$166
5 Hours Sailing Trip to Mykonos Famous Beaches with Lunch

The opportunity to see all South beaches, soak up the sun, snorkel to crystal clear waters, and meet new people. The opportunity to explore the …More

Mykonos, Greece

The opportunity to see all South beaches, soak up the sun, snorkel to crystal clear waters, and meet new people. The opportunity to explore the...

5 hours Hotel pickup offered Free Cancellation
5.0 (33)
from
$120
Santorini: Private Catamaran Cruise to Volcano with BBQ & Drinks

Experience Santorini like never before on your exclusive private catamaran cruise, fully tailored to your preferences. Swim in warm volcanic waters, snorkel in crystal-clear seas, …More

Santorini, Greece

Experience Santorini like never before on your exclusive private catamaran cruise, fully tailored to your preferences. Swim in warm volcanic waters, snorkel in crystal-clear seas,...

4 to 6 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$162
Shared Catamaran Half Day Cruise in Santorini

The unique moments to be shared only with your friends or family, see the south part of Santorini (Red & White beach, Mesa Pigadia, Black …More

Santorini, Greece

The unique moments to be shared only with your friends or family, see the south part of Santorini (Red & White beach, Mesa Pigadia, Black...

5 hours Hotel pickup offered Free Cancellation
4.9 (32)
from
$148
Santorini Oia: Small Group Day Cruise w BBQ Fresh Fish & Drinks

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise …More

Santorini, Greece

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise...

4 hours Hotel pickup offered Free Cancellation
5.0 (33)
from
$120
Santorini - Volcano and Hot springs

Τhis trip is mainly aimed at visitors who don't have much time to spare, ideal for cruise travelers, as the boat tour begins at the …More

Santorini, Greece

Τhis trip is mainly aimed at visitors who don't have much time to spare, ideal for cruise travelers, as the boat tour begins at the...

3 hours Free Cancellation
4.3 (36)
from
$34
Majestic Catamaran Caldera Cruise with Snacks, Meal & Drinks

The Majestic Day or Sunset Cruise is operated by our newest catamarans which offering luxury setup with plenty of space. You'll set off from Ammoudi …More

Santorini, Greece

The Majestic Day or Sunset Cruise is operated by our newest catamarans which offering luxury setup with plenty of space. You'll set off from Ammoudi...

4 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (23)
from
$153
Private Daily Sailing Cruise to Discover the Highlights of Milos

This cruise is unique and a must when visiting Milos . It gets you to places mostly accessible only by boat and offer the comfort …More

Milos, Greece

This cruise is unique and a must when visiting Milos . It gets you to places mostly accessible only by boat and offer the comfort...

8 hours Free Cancellation
5.0 (34)
from
$1,318

Frequently Asked Questions

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

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