Cyclades Islands Cruises, Sailing & Water Tours

A Boat Trip to the Pirate Caves & Blue Lagoon

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very …More

Likely to Sell Out
Likely to Sell Out
Paros, Greece

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very...

3 hours 30 minutes Free Cancellation
4.9 (86)
from
$73
Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

The local captain “Makis” from “The Pirate fishing tours” in Santorini, loves to share his passion for the sea, with the visitors to Santorini island …More

Santorini, Greece

The local captain “Makis” from “The Pirate fishing tours” in Santorini, loves to share his passion for the sea, with the visitors to Santorini island...

5 hours Free Cancellation
5.0 (355)
from
$169
Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

Create your own itinerary or trust our highly experienced captain to take you to the most wonderful places. Choose either a 3, 4, or 5-hour …More

Santorini, Greece

Create your own itinerary or trust our highly experienced captain to take you to the most wonderful places. Choose either a 3, 4, or 5-hour...

3 to 5 hours Hotel pickup offered Free Cancellation
5.0 (82)
from
$121
Beautiful Day Catamaran Caldera Cruise incl. Meal & Drinks

The ultimate way to explore the diverse and colorful shores of Santorini is from the deck of a catamaran. You will admire picturesque landscapes, while …More

Santorini, Greece

The ultimate way to explore the diverse and colorful shores of Santorini is from the deck of a catamaran. You will admire picturesque landscapes, while...

5 hours Hotel pickup offered Free Cancellation
4.8 (100)
from
$107
Semi-private Day Cruise

Experience a premium boat trip with up to 25 guests aboard our spacious 66ft traditional wooden boat, complete with sunbeds and plenty of room to …More

Antiparos, Greece

Experience a premium boat trip with up to 25 guests aboard our spacious 66ft traditional wooden boat, complete with sunbeds and plenty of room to...

6 hours 45 minutes Free Cancellation
4.9 (159)
from
$214
Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Explore Santorini's volcanic landscape by sea on this 5-hour sailing trip aboard a new luxury catamaran. With its sleek, diamond-like design and comfortable seating areas …More

Santorini, Greece

Explore Santorini's volcanic landscape by sea on this 5-hour sailing trip aboard a new luxury catamaran. With its sleek, diamond-like design and comfortable seating areas...

5 hours Hotel pickup offered Free Cancellation
4.8 (412)
from
$124
Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)

Choose this half-day sailing cruise. Your tour begins with convenient transportation from your accommodation or the closest accessible point. At the embarkation dock, you meet …More

Santorini, Greece

Choose this half-day sailing cruise. Your tour begins with convenient transportation from your accommodation or the closest accessible point. At the embarkation dock, you meet...

5 hours Hotel pickup offered Free Cancellation
4.9 (222)
from
$147
Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

Santorini's original and most popular sailing tour. Experience the beauty of Santorini and the magic of sailing in the Caldera on this small-group sailing tour. …More

Santorini, Greece

Santorini's original and most popular sailing tour. Experience the beauty of Santorini and the magic of sailing in the Caldera on this small-group sailing tour....

5 hours Hotel pickup offered Free Cancellation
4.9 (298)
from
$214
Full-Day Small-Group Cruise in Milos & Poliegos with Lunch

We offer a unique experience of sea traveling in a luxury catamaran model "Lagoon 400 S2". We visit landscapes inaccessible by car. During our sailing …More

Milos, Greece

We offer a unique experience of sea traveling in a luxury catamaran model "Lagoon 400 S2". We visit landscapes inaccessible by car. During our sailing...

9 to 10 hours Free Cancellation
5.0 (346)
from
$237
Milos caves snorkelling Catamaran Cruise in a small group

This cruise is the best way to explore the inaccessible West part of the island in comfort and style! Swim in secluded beaches, visit the …More

Milos, Greece

This cruise is the best way to explore the inaccessible West part of the island in comfort and style! Swim in secluded beaches, visit the...

8 to 9 hours Free Cancellation
5.0 (204)
from
$225
Round of Milos and Poliegos Sailing boat snorkelling cruise

Set sail for a day and enjoy an unforgettable experience at sea circumnavigating Milos, passing by its highlights, and visiting Poliegos and its fantastic waters. …More

Milos, Greece

Set sail for a day and enjoy an unforgettable experience at sea circumnavigating Milos, passing by its highlights, and visiting Poliegos and its fantastic waters....

9 hours Free Cancellation
5.0 (322)
from
$181
Private Beautiful Day or Romantic Sunset Cruise with Meal and Drinks

Our amazing Lagoon sailing catamarans, can comfortably accommodate up to 12 passengers. The tour departs around 10:00 Day tour and 15:00 Sunset Tour from Ammoudi …More

Santorini, Greece

Our amazing Lagoon sailing catamarans, can comfortably accommodate up to 12 passengers. The tour departs around 10:00 Day tour and 15:00 Sunset Tour from Ammoudi...

5 hours Hotel pickup offered Free Cancellation
5.0 (119)
from
$1
Catamaran Semi Cruise Paros Antiparos includes Food and Drinks

Share with privacy on our luxury catamaran a memorable sailing experience, enjoy the beauty of the island with its outskirts, and make new friends. Enjoy …More

Paros, Greece

Share with privacy on our luxury catamaran a memorable sailing experience, enjoy the beauty of the island with its outskirts, and make new friends. Enjoy...

9 hours Hotel pickup offered Free Cancellation
5.0 (309)
from
$305
Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

Your adventure begins at the old port of Fira, where you'll board a traditional boat to explore Santorini's volcanic wonders. The first stop is the …More

Santorini, Greece

Your adventure begins at the old port of Fira, where you'll board a traditional boat to explore Santorini's volcanic wonders. The first stop is the...

3 hours Free Cancellation
4.3 (940)
from
$34
Santorini Catamaran Cruise: with Lunch, BBQ, Open Bar, Transfers

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of …More

Santorini, Greece

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of...

5 hours Hotel pickup offered Free Cancellation
5.0 (309)
from
$96
Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

Our brand new tailor-made catamaran offers all the amenities for a perfect day out on the crystal-clear waters of Santorini, including a large deck for …More

Santorini, Greece

Our brand new tailor-made catamaran offers all the amenities for a perfect day out on the crystal-clear waters of Santorini, including a large deck for...

5 hours Hotel pickup offered Free Cancellation
4.7 (194)
from
$67
All inclusive Delos & Rhenia Islands tour (free transportation)

What makes our product unique is the contact with sea & sun. Sailing away with Nadia K, you will have the opportunity to experience new …More

Mykonos, Greece

What makes our product unique is the contact with sea & sun. Sailing away with Nadia K, you will have the opportunity to experience new...

6 hours Hotel pickup offered Free Cancellation
4.9 (239)
from
$155
Half-Day Tailor-made Private Catamaran Cruise in Santorini

The traditional marine of Vlychada is the starting point of our fascinating cruise. We recommend a standard route but the tour can be altered according …More

Santorini, Greece

The traditional marine of Vlychada is the starting point of our fascinating cruise. We recommend a standard route but the tour can be altered according...

5 hours Hotel pickup offered Free Cancellation
5.0 (92)
from
$198
Santorini Caldera Sunset Traditional Cruise with Meal and Drinks

Live the experience in the most traditional way! Get on boart the typical Greek wooden boat and enjoy a cruise around the Caldera of Santorini. …More

Santorini, Greece

Live the experience in the most traditional way! Get on boart the typical Greek wooden boat and enjoy a cruise around the Caldera of Santorini....

5 hours Hotel pickup offered Free Cancellation
4.9 (241)
from
$79
Kleftiko & Milos Private Cruise Snack & Open Bar

Private cruise is what you deserve for yourself, your love mate, your family and your friends! Relax on the deck of the Saxdor GTO and …More

Likely to Sell Out
Likely to Sell Out
Milos, Greece

Private cruise is what you deserve for yourself, your love mate, your family and your friends! Relax on the deck of the Saxdor GTO and...

4 to 8 hours Free Cancellation
5.0 (52)
from
$2,935
Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White …More

Santorini, Greece

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White...

5 hours Hotel pickup offered Free Cancellation
5.0 (452)
from
$143

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