Top Cyclades Islands Catamaran Cruises

Q: Got any more Cyclades Islands trip ideas?

We sure do. Check out our curated lists of hand-picked Cyclades Islands Tours. Top 10 Cyclades Islands 2026 Senior-friendly tours Cyclades Islands The best tours and activities for culture lovers in Cyclades Islands Top Day Trips from Cyclades Islands Things to do in Cyclades Islands this summer View all Cyclades Islands Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Cyclades Islands?

Based on our sales data over the past year, the most popular styles of tours and activities in Cyclades Islands are: Cyclades Islands Luxury & Special Occasions Cyclades Islands Luxury Tours Cyclades Islands Tours & Sightseeing Cyclades Islands Half-day Tours Cyclades Islands Cruises, Sailing & Water Tours View all tour styles in Cyclades Islands →

Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks

Discover Santorini by sea on this 5-hour catamaran tour. Admire the island’s volcanic sights, visit its impressive beaches, and soak in its thermal hot springs; …More

Santorini, Greece

4.8 (311)

Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks

Discover Santorini by sea on this 5-hour catamaran tour. Admire the island’s volcanic sights, visit its impressive beaches, and soak in its thermal hot springs;...

5 hours Hotel pickup offered Free Cancellation

4.8 (311)

from
$109

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

5.0 (309)

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...

9 hours Hotel pickup offered Free Cancellation

5.0 (309)

from
$310

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

5.0 (309)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (309)

from
$98

Mykonos Delos Rhenia Daily Cruise with BBQ, Drinks & Transfer

Your sailing journey begins with our meeting at the embarkation point. Upon arrival, our crew welcomes you with a brief itinerary introduction. Meet our crew, …More

Mykonos, Greece

4.9 (256)

Mykonos Delos Rhenia Daily Cruise with BBQ, Drinks & Transfer

Your sailing journey begins with our meeting at the embarkation point. Upon arrival, our crew welcomes you with a brief itinerary introduction. Meet our crew,...

6 hours Hotel pickup offered Free Cancellation

4.9 (256)

from
$165

Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Boarding time is 30' minutes before departure. Be on time. Itinerary of the cruise Welcome on board! We sail …More

Milos, Greece

5.0 (243)

Catamaran Half Day Shared Kleftiko Trip

Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Boarding time is 30' minutes before departure. Be on time. Itinerary of the cruise Welcome on board! We sail...

5 hours Free Cancellation

5.0 (243)

from
$204

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

4.9 (222)

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...

5 hours Hotel pickup offered Free Cancellation

4.9 (222)

from
$149

Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer

A sailing trip is 'a must do' experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most …More

Santorini, Greece

4.9 (213)

Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer

A sailing trip is 'a must do' experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most...

5 hours Hotel pickup offered Free Cancellation

4.9 (213)

from
$149

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

5.0 (204)

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...

8 to 9 hours Free Cancellation

5.0 (204)

from
$227

Catamaran Half Day Morning Cruise: Kleftiko

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves …More

Milos, Greece

4.9 (197)

Catamaran Half Day Morning Cruise: Kleftiko

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves...

6 hours Free Cancellation

4.9 (197)

from
$189

Santorini Catamaran Cruise with Fresh Meal and Open Bar

Catamaran Classic Cruise offers a unique chance to admire the beauty of the island, visiting all of Santorini’s “hotspots” within just 5 hours. An Authentic …More

Santorini, Greece

4.8 (184)

Santorini Catamaran Cruise with Fresh Meal and Open Bar

Catamaran Classic Cruise offers a unique chance to admire the beauty of the island, visiting all of Santorini’s “hotspots” within just 5 hours. An Authentic...

5 hours Hotel pickup offered Free Cancellation

4.8 (184)

from
$156

Santorini Caldera Gold Day Cruise with BBQ on board and Open Bar

The Day Cruise begins from the port of Vlychada at the Southern part of Santorini. We sail close to the Red and the White beach, …More

Santorini, Greece

4.8 (174)

Santorini Caldera Gold Day Cruise with BBQ on board and Open Bar

The Day Cruise begins from the port of Vlychada at the Southern part of Santorini. We sail close to the Red and the White beach,...

5 hours Hotel pickup offered Free Cancellation

4.8 (174)

from
$195

Santorini Adventurous Catamaran Experience with Snorkeling

The Caldera Blue Cruise offers a unique chance to admire the beauty of the island, visiting all of Santorini’s “hotspots” within just 5 hours. An …More

Santorini, Greece

4.9 (163)

Santorini Adventurous Catamaran Experience with Snorkeling

The Caldera Blue Cruise offers a unique chance to admire the beauty of the island, visiting all of Santorini’s “hotspots” within just 5 hours. An...

5 hours Hotel pickup offered Free Cancellation

4.9 (163)

from
$117

Santorini Caldera Day Traditional Cruise with Meal and Drinks

The Traditional Way of Luxury Cruises!... Get on board to Kaiki (A caïque-kaiki, is the term for a traditional fishing boat usually found among the …More

Santorini, Greece

4.9 (137)

Santorini Caldera Day Traditional Cruise with Meal and Drinks

The Traditional Way of Luxury Cruises!... Get on board to Kaiki (A caïque-kaiki, is the term for a traditional fishing boat usually found among the...

5 hours Hotel pickup offered Free Cancellation

4.9 (137)

from
$98

Mykonos Catamaran Sunset Cruise with Meal, Drinks & Transfer

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches …More

Mykonos, Greece

4.9 (127)

Mykonos Catamaran Sunset Cruise with Meal, Drinks & Transfer

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches...

4 hours Hotel pickup offered Free Cancellation

4.9 (127)

from
$142

Santorini Standard Small-Group Catamaran Volcano, BBQ and Drinks

1. Red Beach Relax at Santorini’s Red Beach with dramatic volcanic cliffs and crystal-clear waters—perfect for photos and views. 2. White Beach & Blue-and-White Churches …More

Santorini, Greece

4.8 (124)

Santorini Standard Small-Group Catamaran Volcano, BBQ and Drinks

1. Red Beach Relax at Santorini’s Red Beach with dramatic volcanic cliffs and crystal-clear waters—perfect for photos and views. 2. White Beach & Blue-and-White Churches...

4 to 6 hours Hotel pickup offered Free Cancellation

4.8 (124)

from
$96

Island Hopping: Santorini Catamaran Charter Cruise with a skipper

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set …More

Paros, Greece

4.9 (123)

Island Hopping: Santorini Catamaran Charter Cruise with a skipper

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set...

7 days

4.9 (123)

from
$8,450

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

5.0 (119)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (119)

from
$1

Santorini Oia:Small Group Sunset Cruise w BBQ Fresh Fish & Drinks

The Sunset Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay in Oia is a great opportunity to enjoy a …More

Santorini, Greece

5.0 (113)

Santorini Oia:Small Group Sunset Cruise w BBQ Fresh Fish & Drinks

The Sunset Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay in Oia is a great opportunity to enjoy a...

6 hours Hotel pickup offered Free Cancellation

5.0 (113)

from
$165

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

4.8 (100)

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...

5 hours Hotel pickup offered Free Cancellation

4.8 (100)

from
$109

Santorini Half-Day Luxury Private Cruise

The captain welcomes you aboard! Starting your tour from Vlychada port, in the south part of the island, get ready for a speed experience that …More

Santorini, Greece

5.0 (97)

Santorini Half-Day Luxury Private Cruise

The captain welcomes you aboard! Starting your tour from Vlychada port, in the south part of the island, get ready for a speed experience that...

5 hours Hotel pickup offered Free Cancellation

5.0 (97)

from
$200

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Cyclades Islands Catamaran Cruises?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Cyclades Islands Catamaran Cruises are:

What are the best kid-friendly options for Cyclades Islands Catamaran Cruises Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Cyclades Islands Catamaran Cruises are:

View all kid-friendly Tours →

Which Cyclades Islands Catamaran Cruises have Instant Confirmation?

Cyclades Islands Catamaran Cruises with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Cyclades Islands Catamaran Cruises have Free Cancellation?

Cyclades Islands Catamaran Cruises with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Cyclades Islands Catamaran Cruises have Hotel Pickup?

No problem. These Cyclades Islands Catamaran Cruises include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Cyclades Islands trip ideas?

What are the most popular styles of Tours and Activities in Cyclades Islands?