Top things to do in Cyclades Islands in Summer (Updated November 2026)

Cyclades Islands, Greece
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'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
$218
Santorini Food Tour: Fira Half-Day Small-Group Tour with Tastings

Join us on a walking tour through Fira and neighboring Firostefani for a journey through senses - breathtaking views, hidden alleyways, local eateries - all …More

Join us on a walking tour through Fira and neighboring Firostefani for a journey through senses - breathtaking views, hidden alleyways, local eateries - all...

4 hours Free Cancellation
5.0 (483)
from
$142
Santorini First Visit Private Tour with Wine Tasting

Enjoy a 5-Hour private tour suitable for new visitors and for cruise ship travelers who would like to experience the best of what Santorini has …More

Enjoy a 5-Hour private tour suitable for new visitors and for cruise ship travelers who would like to experience the best of what Santorini has...

4 to 5 hours Hotel pickup offered Free Cancellation
5.0 (145)
from
$125
Santorini 5 Hours Sightseeing Tour

Spend a Half-Day in Santorini with an expert local guide and a small group tour. See Santorini landmarks like Oia, Imerovigli, Firostefani (Blue Dome Church), …More

Spend a Half-Day in Santorini with an expert local guide and a small group tour. See Santorini landmarks like Oia, Imerovigli, Firostefani (Blue Dome Church),...

270 to 300 minutes Free Cancellation
4.9 (172)
from
$113
Santorini Private Villages Tour & Akrotiri Archaeological Site

Enjoy different and new destinations with an authentic and genuine experience. This 4-hour private journey will offer you a contact with the real Santorini, its …More

Enjoy different and new destinations with an authentic and genuine experience. This 4-hour private journey will offer you a contact with the real Santorini, its...

4 hours Hotel pickup offered Free Cancellation
5.0 (156)
from
$119
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

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
$241
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

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
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

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
$182
Best Of Santorini Private Tailor Made Tour

Experience the beauty, history, and charm of Santorini on a tour tailored just for you. From the world-famous sunsets of Oia and the panoramic views …More

Experience the beauty, history, and charm of Santorini on a tour tailored just for you. From the world-famous sunsets of Oia and the panoramic views...

2 to 8 hours Hotel pickup offered Free Cancellation
5.0 (275)
from
$46
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

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
$309
Santorini Oia Private Tour with Panoramic Scenic Views

Admire scenic views of Santorini's famous caldera on this 3-hour panoramic road trip to Oia cultural village by relaxing on a comfortable & air-conditioned van. …More

Admire scenic views of Santorini's famous caldera on this 3-hour panoramic road trip to Oia cultural village by relaxing on a comfortable & air-conditioned van....

3 hours Hotel pickup offered Free Cancellation
5.0 (103)
from
$68
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

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

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
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

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
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

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
$157
Santorini Wine Stories: Daytime Tour with Tasting & Lunch

A Complete Wine Journey Around Santorini: A Memorable Day of Wine and Culinary Delights Welcome to a day of exploration, indulgence, and discovery on the …More

A Complete Wine Journey Around Santorini: A Memorable Day of Wine and Culinary Delights Welcome to a day of exploration, indulgence, and discovery on the...

4 hours Hotel pickup offered Free Cancellation
5.0 (222)
from
$171
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

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
Best of Santorini Private 5-Hour Highlights Tour

See the best of Santorini your way on a flexible 5-hour private tour with a knowledgeable local guide. Discover iconic Oia, the breathtaking caldera views …More

See the best of Santorini your way on a flexible 5-hour private tour with a knowledgeable local guide. Discover iconic Oia, the breathtaking caldera views...

5 hours Hotel pickup offered Free Cancellation
5.0 (387)
from
$51
Half Day Private Island Tour with a Local in Mykonos

This private tour is designed to give you a genuine experience of Mykonos through the eyes of a local. Instead of just visiting the famous …More

Likely to Sell Out
Likely to Sell Out

This private tour is designed to give you a genuine experience of Mykonos through the eyes of a local. Instead of just visiting the famous...

4 hours Hotel pickup offered Free Cancellation
5.0 (337)
from
$108
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

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
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