Cyclades Islands Cruises, Sailing & Water Tours

Premium Santorini Private Day Tour Elba 45, BBQ, drinks, transfer

Explore the most attractive sights and beaches in Santorini on board the Luxurious Lagoon 450, exclusively for your party. Captain and crew will make this …More

Santorini, Greece

Explore the most attractive sights and beaches in Santorini on board the Luxurious Lagoon 450, exclusively for your party. Captain and crew will make this...

5 hours Hotel pickup offered Free Cancellation
4.9 (45)
from
$209
(small group 10 ) 8 hours Mykonos Delos Renia Tour by catamaran

The boarding time on boat is at 12:00 at Kalafatis beach, the crew will offer you a welcome drink and show you the route. The …More

Mykonos, Greece

The boarding time on boat is at 12:00 at Kalafatis beach, the crew will offer you a welcome drink and show you the route. The...

8 hours Hotel pickup offered
5.0 (49)
from
$327
Milos South Side Beaches Cruise from Agia Kyriaki

Explore the unique south side of Milos island and enjoy a day full of swimming and relax! Our traditional wooden boat that departs daily from …More

Likely to Sell Out
Likely to Sell Out
Milos, Greece

Explore the unique south side of Milos island and enjoy a day full of swimming and relax! Our traditional wooden boat that departs daily from...

4 hours Free Cancellation
5.0 (1)
from
$79
Private Guided Mykonos Cruise from Paros Island

Participate on a captivating daily cruise from Paros Island to the enchanting destinations of Mykonos and Delos, where azure waters meet ancient history. The journey …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Participate on a captivating daily cruise from Paros Island to the enchanting destinations of Mykonos and Delos, where azure waters meet ancient history. The journey...

6 to 8 hours Hotel pickup offered
5.0 (1)
from
$2,142
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
$2,424
Private half day cruise The Blue Lagoon with Paros Sail

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

Paros, Greece

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

3 hours 30 minutes Free Cancellation
5.0 (38)
from
$1,347
Santorini: Special Occasions Catamaran Cruise, All Inclusive

Swim, snorkel, relax & enjoy a fresh meal with drinks. Mark your special occasion with a private catamaran cruise in Santorini, customized for anniversaries, honeymoons, …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

Swim, snorkel, relax & enjoy a fresh meal with drinks. Mark your special occasion with a private catamaran cruise in Santorini, customized for anniversaries, honeymoons,...

4 to 6 hours Hotel pickup offered Free Cancellation
4.0 (4)
from
$154
Sea Sunset Tour in the Bay of Naousa - Paros

Experience a delightful 2.5 hours sunset sea tour as you discover the attractions of the hidden northern areas of Paros. Take a dip in the …More

Paros, Greece

Experience a delightful 2.5 hours sunset sea tour as you discover the attractions of the hidden northern areas of Paros. Take a dip in the...

2 hours 30 minutes Free Cancellation
5.0 (22)
from
$87
Round of Antiparos & Despotiko with Traditional Boat

Experience the authentic spirit of the Cyclades aboard a traditional 16-meter wooden boat, offering a more personal and charming alternative to large tourist vessels. With …More

Paros, Greece

Experience the authentic spirit of the Cyclades aboard a traditional 16-meter wooden boat, offering a more personal and charming alternative to large tourist vessels. With...

7 hours Free Cancellation
4.7 (48)
from
$113
Santorini Stand-Up Paddle and Snorkel Adventure

With years of experience on the water, our stand-up tour is led by a certified instructor, ensuring your experience is fun, safe, and professional. Perfect …More

Santorini, Greece

With years of experience on the water, our stand-up tour is led by a certified instructor, ensuring your experience is fun, safe, and professional. Perfect...

2 to 3 hours Free Cancellation
5.0 (22)
from
$135
Santorini Private Cruise Sightseeing Tour with BBQ and Drinks

Enjoy swimming & snorkeling in the clear blue waters of the Aegean Sea. You can go snorkeling near the shore and experience the amazing underwater …More

Santorini, Greece

Enjoy swimming & snorkeling in the clear blue waters of the Aegean Sea. You can go snorkeling near the shore and experience the amazing underwater...

5 hours Free Cancellation
5.0 (13)
from
$169
Private Catamaran Half Day Afternoon Cruise with Sunset: Kleftiko

Sailing South, we will reach our first and main stop of the day: the famous old pirates bay of Kleftiko where our crew will guide …More

Milos, Greece

Sailing South, we will reach our first and main stop of the day: the famous old pirates bay of Kleftiko where our crew will guide...

5 hours 30 minutes
4.9 (19)
from
$221
DISCOVER - Iraklia, Schinoussa & Naxos (Shared max 10 People)

You will feel the smell of the Aegean Sea and breeze, and enjoy the relaxing beauty of the small Cyclades. During your full-day sailing trip, …More

Paros, Greece

You will feel the smell of the Aegean Sea and breeze, and enjoy the relaxing beauty of the small Cyclades. During your full-day sailing trip,...

10 hours Free Cancellation
4.7 (25)
from
$192
Private 5-Hour Cruise on Brand-New Luxury Catamaran in Mykonos

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast. Our luxurious, …More

Mykonos, Greece

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast. Our luxurious,...

5 hours Hotel pickup offered
5.0 (12)
from
$2,879
Santorini Volcano Sunset Cruise with Dinner

Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kameni and Thirasia on this 6-hour cruise. Board a sightseeing boat from …More

Santorini, Greece

Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kameni and Thirasia on this 6-hour cruise. Board a sightseeing boat from...

6 hours 5 minutes Hotel pickup offered Free Cancellation
4.4 (27)
from
$126
6 Hours Tour to Delos and Rhenia Islands with Sailing Yacht

Leave the crowds on Mykonos behind and catch the wind with this sailing cruise to two nearby Aegean islands. Set sail from Tourlos Bay with …More

Mykonos, Greece

Leave the crowds on Mykonos behind and catch the wind with this sailing cruise to two nearby Aegean islands. Set sail from Tourlos Bay with...

6 hours Hotel pickup offered Free Cancellation
5.0 (14)
from
$134
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
$2,483
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

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
$167
Fun swimming cruise on a Pirate Boat from Paros

At this ultimate experience you will have the chance to explore some of the hidden gems of Cyclades. Starting from Alyki port in Paros island …More

Likely to Sell Out
Likely to Sell Out
Paros, Greece

At this ultimate experience you will have the chance to explore some of the hidden gems of Cyclades. Starting from Alyki port in Paros island...

7 hours Free Cancellation
4.0 (1)
from
$101
Daily Cruise from Paros to Mykonos

Starting this amazing day with a transfer to Naoussa Port form where our cruise will depart. Sailing across the Aegean Sea we will arrive to …More

Mykonos, Greece

Starting this amazing day with a transfer to Naoussa Port form where our cruise will depart. Sailing across the Aegean Sea we will arrive to...

10 hours Free Cancellation
4.5 (6)
from
$101
6 Hours Kimolos and Poliegos islands Private tour

We know the whole island like the palm of our hand. We can take you to dramatic sea caves and beaches so secluded even the …More

Milos, Greece

We know the whole island like the palm of our hand. We can take you to dramatic sea caves and beaches so secluded even the...

6 hours Free Cancellation
5.0 (17)
from
$1,747

Frequently Asked Questions

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

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