Top Cyclades Islands Cruises, Sailing & Water Tours

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 →

PAROS Private premium boat trip to Antiparos & Despotiko islands

Relax by the Sea with a Private RIB Tour! Book a private RIB and spend an unforgettable day cruising around Paros, Antiparos, and Despotiko islands, …More

Paros, Greece

5.0 (4)

PAROS Private premium boat trip to Antiparos & Despotiko islands

Relax by the Sea with a Private RIB Tour! Book a private RIB and spend an unforgettable day cruising around Paros, Antiparos, and Despotiko islands,...

7 to 8 hours

5.0 (4)

from
$1,952

Sunset Tour Around Antiparos | Private Boat Tour

Have your breath taken away on a sunset cruise around Paros & Antiparos. Feel the serenity of gazing across blue waters and a colorful sky, …More

Antiparos, Greece

5.0 (4)

Sunset Tour Around Antiparos | Private Boat Tour

Have your breath taken away on a sunset cruise around Paros & Antiparos. Feel the serenity of gazing across blue waters and a colorful sky,...

2 to 3 hours Free Cancellation

5.0 (4)

from
$570

Tinos Island is only 45 minutes away from Mykonos. The gorgeous neighbour of Mykonos, being three times bigger, has a lot to offer including continously …More

Mykonos, Greece

5.0 (3)

Tinos Island Tour from Mykonos

Tinos Island is only 45 minutes away from Mykonos. The gorgeous neighbour of Mykonos, being three times bigger, has a lot to offer including continously...

9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$167

Shared Catamaran Romantic Sunset Cruise from Santorini via Volcano

Start your sailing adventure from the traditional port of Vlychada. First stop the famous Volcanic Red beach for swimming and snorkeling for approximately 30 minutes. …More

Santorini, Greece

5.0 (1)

Shared Catamaran Romantic Sunset Cruise from Santorini via Volcano

Start your sailing adventure from the traditional port of Vlychada. First stop the famous Volcanic Red beach for swimming and snorkeling for approximately 30 minutes....

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$222

With this cruise, take the opportunity to escape the crowds to experience the famous Mykonos South beaches from our boat. During this cruise. we drop …More

Mykonos, Greece

4.8 (4)

South Beaches Cruise in Mykonos

With this cruise, take the opportunity to escape the crowds to experience the famous Mykonos South beaches from our boat. During this cruise. we drop...

6 hours Free Cancellation

4.8 (4)

from
$98

3-Hour Mykonos Best Beaches Yacht Cruise

Discover Mykonos from a different perspective aboard a sailing yacht and cruise along the island's world-famous south coast. This small-group experience is limited to just …More

Mykonos, Greece

5.0 (2)

3-Hour Mykonos Best Beaches Yacht Cruise

Discover Mykonos from a different perspective aboard a sailing yacht and cruise along the island's world-famous south coast. This small-group experience is limited to just...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$114

Shared Sunset Cruise from Milos via Kleftiko

Sailing along the coastline of the south part of Milos, you will notice the majestic rocky formations of the volcanic lava! Our first stop for …More

Milos, Greece

5.0 (2)

Shared Sunset Cruise from Milos via Kleftiko

Sailing along the coastline of the south part of Milos, you will notice the majestic rocky formations of the volcanic lava! Our first stop for...

5 hours 30 minutes Free Cancellation

5.0 (2)

from
$216

Mykonos Catamaran Private Sunset Cruise with Transfer

Trip Highlights 4 hours of sunset sailing Cruise with no engine noise Enjoy traditional Mykonian flavours onboard Enjoy beverages and drinks of your choice …More

Mykonos, Greece

5.0 (4)

Mykonos Catamaran Private Sunset Cruise with Transfer

Trip Highlights 4 hours of sunset sailing Cruise with no engine noise Enjoy traditional Mykonian flavours onboard Enjoy beverages and drinks of your choice...

4 hours Free Cancellation

5.0 (4)

from
$1,137

Private Mykonos Cruise: Rhenia Swim & Little Venice Sunset

Have you ever seen a sunset at Aegean ? Mykonos is not only known for wild nightlife and dancing, is also a very romantic destination, …More

Mykonos, Greece

5.0 (2)

Private Mykonos Cruise: Rhenia Swim & Little Venice Sunset

Have you ever seen a sunset at Aegean ? Mykonos is not only known for wild nightlife and dancing, is also a very romantic destination,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$746

BYPASS THE CABLE CAR: 4-Hour Private Santorini Catamaran Cruise

BYPASS THE CABLE CAR: Private Catamaran Cruise Starting from the Santorini cruise port, board your private catamaran to enjoy sailing around the Aegean waters of …More

Santorini, Greece

5.0 (2)

BYPASS THE CABLE CAR: 4-Hour Private Santorini Catamaran Cruise

BYPASS THE CABLE CAR: Private Catamaran Cruise Starting from the Santorini cruise port, board your private catamaran to enjoy sailing around the Aegean waters of...

4 hours

5.0 (2)

from
$57

Santorini Morning or Sunset Romance Private Sailing Volcano Tour

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a …More

Santorini, Greece

5.0 (4)

Santorini Morning or Sunset Romance Private Sailing Volcano Tour

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a...

6 hours Free Cancellation

5.0 (4)

from
$1,141

Santorini Sailing for Cruise Guests A Volcano and Beach Tour

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a …More

Santorini, Greece

5.0 (2)

Santorini Sailing for Cruise Guests A Volcano and Beach Tour

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a...

6 hours Free Cancellation

5.0 (2)

from
$160

Full-Day Private Boat Cruise Tour Sifnos by Sea

Set sail on a full-day private cruise around Sifnos and explore hidden coves, scenic villages, and majestic landmarks aboard a modern Bloomarine speed boat. Our …More

5.0 (2)

Full-Day Private Boat Cruise Tour Sifnos by Sea

Set sail on a full-day private cruise around Sifnos and explore hidden coves, scenic villages, and majestic landmarks aboard a modern Bloomarine speed boat. Our...

8 hours Free Cancellation

5.0 (2)

from
$1,614

Mykonos Half Day Cruise to Rhenia and Delos Islands with Meals

This cruise is perfect for lazy sleepers or people that have limited stay in Mykonos. During the half day cruise travellers would experience the joy …More

Mykonos, Greece

5.0 (2)

Mykonos Half Day Cruise to Rhenia and Delos Islands with Meals

This cruise is perfect for lazy sleepers or people that have limited stay in Mykonos. During the half day cruise travellers would experience the joy...

5 hours Free Cancellation

5.0 (2)

from
$98

Private Cruise: PAROS – KOUFONISIA – SCHINOUSA - HERAKLIA

Our private day cruise from Paros to Koufonisia – Schinousa – Heraklia (Small Cyclades), located south-east of Naxos Island, is a journey to the undiscovered …More

Paros, Greece

5.0 (2)

Private Cruise: PAROS – KOUFONISIA – SCHINOUSA - HERAKLIA

Our private day cruise from Paros to Koufonisia – Schinousa – Heraklia (Small Cyclades), located south-east of Naxos Island, is a journey to the undiscovered...

8 hours Free Cancellation

5.0 (2)

from
$3,065

Private Cruise: PAROS – 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

Paros, Greece

5.0 (2)

Private Cruise: PAROS – 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....

8 hours Free Cancellation

5.0 (2)

from
$2,225

Set sail on the seas near Santorini thanks to this private, flexible-length sightseeing cruise aboard a motor yacht. Enjoy an amazing day as you explore …More

Santorini, Greece

5.0 (1)

Santorini Private Motor Yacht Cruise

Set sail on the seas near Santorini thanks to this private, flexible-length sightseeing cruise aboard a motor yacht. Enjoy an amazing day as you explore...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$3,106

Spend the day sailing around beautiful Santorini on a catamaran. Imbibe unlimited amounts of white wine and water and indulge in a delicious barbecue prepared …More

Santorini, Greece

5.0 (1)

Day Tour Catamaran Cruise Tahiti

Spend the day sailing around beautiful Santorini on a catamaran. Imbibe unlimited amounts of white wine and water and indulge in a delicious barbecue prepared...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$137

Make the most out of your time in Santorini with this relaxing and tranquil sunset sail on a catamaran. Enjoy the splendid views from the …More

Santorini, Greece

5.0 (1)

Sunset Catamaran Cruise Tahiti

Make the most out of your time in Santorini with this relaxing and tranquil sunset sail on a catamaran. Enjoy the splendid views from the...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Santorini: Private South Coast Discovery on a Jet Ski

Embark on a 90-min jet ski adventure from Perivolos Beach with expert guides. Explore Vlyhada, Kampia, Red and White Beaches, along with Mesa Pigadia. Enjoy …More

Santorini, Greece

5.0 (1)

Santorini: Private South Coast Discovery on a Jet Ski

Embark on a 90-min jet ski adventure from Perivolos Beach with expert guides. Explore Vlyhada, Kampia, Red and White Beaches, along with Mesa Pigadia. Enjoy...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$399

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 Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Cyclades Islands Cruises, Sailing & Water Tours Tours?

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

View all kid-friendly Tours →

Which Cyclades Islands Cruises, Sailing & Water Tours have Instant Confirmation?

Cyclades Islands Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Cyclades Islands Cruises, Sailing & Water Tours have Free Cancellation?

Cyclades Islands Cruises, Sailing & Water Tours 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 Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Cyclades Islands Cruises, Sailing & Water Tours 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?