cool shore excursions®
Top activities
Top landmarks
Trip ideas
Nearby places
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Tours by time
  • Tours by the numbers
  • Top attractions
  • Cyclades Islands travel guides
  • Cyclades Islands travel calendar
  • Tours in nearby places
  • Explore Greece tours
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Cool Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Start your search
Change your search
Place or activity
Select Dates

Top Cyclades Islands Boat Tours

351 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
294
185
51
Duration Clear
0
60
314
2
1
Price Clear
$0 $500+
Rating Clear
270
315
319
Specials Clear
312
56
0
167
32
Features Clear
165
157
307
1
261
100
Accessibility Clear
0
136
331
Families Clear
177
95
115

Cyclades Islands Tours

Attractions

Guides

Calendar

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
4.9 (241)

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....

5 hours Hotel pickup offered Free Cancellation
4.9 (241)
from
$98
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
5.0 (52)

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...

4 to 8 hours Free Cancellation
5.0 (52)
from
$2,952
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
5.0 (452)

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...

5 hours Hotel pickup offered Free Cancellation
5.0 (452)
from
$146
Catamaran Full-Day of Milos and Poliegos With Lunch & BBQ

Make this day unique, forget about any distraction while onboard on Trinity Cruises. Enjoy a genuine adventure that will remain unforgettable. Take some stunning photos …More

Milos, Greece
4.9 (225)

Catamaran Full-Day of Milos and Poliegos With Lunch & BBQ

Make this day unique, forget about any distraction while onboard on Trinity Cruises. Enjoy a genuine adventure that will remain unforgettable. Take some stunning photos...

10 hours Free Cancellation
4.9 (225)
from
$241
Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into …More

Santorini, Greece
4.9 (286)

Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into...

5 hours Hotel pickup offered Free Cancellation
4.9 (286)
from
$184
Explore Santorini’s volcano with Alex Private Boat Rental

Whether you want to explore the rock formations of the Caldera from the water, enjoy a relaxing day of swimming and sunbathing or just enjoy …More

Santorini, Greece
5.0 (285)

Explore Santorini’s volcano with Alex Private Boat Rental

Whether you want to explore the rock formations of the Caldera from the water, enjoy a relaxing day of swimming and sunbathing or just enjoy...

5 hours Free Cancellation
5.0 (285)
from
$918
Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers

Experience the enchantment of a Sunset Catamaran Sailing Cruise, surrounded by the breath-taking views of Santorini! Departing from the charming port of Vlychada, we'll set …More

Santorini, Greece
5.0 (351)

Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers

Experience the enchantment of a Sunset Catamaran Sailing Cruise, surrounded by the breath-taking views of Santorini! Departing from the charming port of Vlychada, we'll set...

5 hours Hotel pickup offered Free Cancellation
5.0 (351)
from
$126
Santorini All-inclusive Catamaran Cruise with Thirassia Stop

The famous Sunset Cruise begins from Oia and the picturesque Ammoudi bay. Our first stop is in Thirassia island for a refreshing swim and snorkeling …More

Santorini, Greece
4.9 (316)

Santorini All-inclusive Catamaran Cruise with Thirassia Stop

The famous Sunset Cruise begins from Oia and the picturesque Ammoudi bay. Our first stop is in Thirassia island for a refreshing swim and snorkeling...

5 hours Hotel pickup offered Free Cancellation
4.9 (316)
from
$195
Three Greek Islands Full-Day Private Luxury Boat Tour

Experience a bespoke sea adventure through the Cyclades. Enjoy top-tier vessels, exceptional service, and a vibrant atmosphere. Every journey is crafted to be luxurious and …More

Likely to Sell Out
Likely to Sell Out
Milos, Greece
5.0 (50)

Three Greek Islands Full-Day Private Luxury Boat Tour

Experience a bespoke sea adventure through the Cyclades. Enjoy top-tier vessels, exceptional service, and a vibrant atmosphere. Every journey is crafted to be luxurious and...

8 hours Free Cancellation
5.0 (50)
from
$2,640
The Authentic Rhenia-Delos Cruise

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia, …More

Mykonos, Greece
4.8 (432)

The Authentic Rhenia-Delos Cruise

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia,...

6 hours 30 minutes Free Cancellation
4.8 (432)
from
$102
Private Luxury Boat Tour to Kleftiko Milos

Embark on a private sea tour to uncover the hidden gems of the Cyclades. Enjoy exceptional service, a friendly crew, top-tier vessels, and luxurious amenities. …More

Likely to Sell Out
Likely to Sell Out
Milos, Greece
5.0 (58)

Private Luxury Boat Tour to Kleftiko Milos

Embark on a private sea tour to uncover the hidden gems of the Cyclades. Enjoy exceptional service, a friendly crew, top-tier vessels, and luxurious amenities....

4 to 8 hours Free Cancellation
5.0 (58)
from
$2,009
Three Hour Private Cruise to the South Coast of Mykonos

Cruise along the captivating south coast. Accompanied by a dedicated skipper, indulge in complimentary refreshments as you marvel at breathtaking views. Our private cruises cater …More

Mykonos, Greece
5.0 (1)

Three Hour Private Cruise to the South Coast of Mykonos

Cruise along the captivating south coast. Accompanied by a dedicated skipper, indulge in complimentary refreshments as you marvel at breathtaking views. Our private cruises cater...

3 hours Free Cancellation
5.0 (1)
from
$457
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 …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
Half Day Sailing to Kleftiko with Lunch, Open Bar & Snorkeling

Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an …More

Milos, Greece
5.0 (306)

Half Day Sailing to Kleftiko with Lunch, Open Bar & Snorkeling

Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an...

7 hours Free Cancellation
5.0 (306)
from
$154
Milos oneiro-kleftiko sailing experience with local guide

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of …More

Milos, Greece
5.0 (441)

Milos oneiro-kleftiko sailing experience with local guide

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of...

7 hours Free Cancellation
5.0 (441)
from
$161
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 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 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
Milos Sailing Tour with snorkeling and lunch

We start from Pollonia or Adamas and we explore beautiful Milos and magnificent Kleftiko • Comfort and luxury: Our boat features 4 double cabins and …More

Milos, Greece
4.8 (196)

Milos Sailing Tour with snorkeling and lunch

We start from Pollonia or Adamas and we explore beautiful Milos and magnificent Kleftiko • Comfort and luxury: Our boat features 4 double cabins and...

8 hours Free Cancellation
4.8 (196)
from
$171
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

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece
4.5 (42)

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...

5 hours Hotel pickup offered Free Cancellation
4.5 (42)
from
$183

Frequently Asked Questions

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

Recent tour reviews
View traveler photos & reviews
Activity name

Cyclades Islands Tours
Attractions
Guides
Calendar
View more