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

Cyclades Islands, Greece
Santorini: 4hrs Small Group Wine Tasting Tour with Local Bites

Raise a glass to Santorini’s historic wine culture during this 4-hour tasting excursion and investigation of all things Greek wine. Visit three of the island’s …More

Raise a glass to Santorini’s historic wine culture during this 4-hour tasting excursion and investigation of all things Greek wine. Visit three of the island’s...

4 hours Hotel pickup offered Free Cancellation
4.9 (23)
from
$197
Santorini Highlights & Hidden Gems – Private Family-Friendly Tour

Explore Santorini with your loved ones on our Family‑Friendly Tour. This private half-day adventure combines fun, culture & relaxation — carefully crafted for families and …More

Explore Santorini with your loved ones on our Family‑Friendly Tour. This private half-day adventure combines fun, culture & relaxation — carefully crafted for families and...

5 hours Hotel pickup offered Free Cancellation
4.9 (23)
from
$120
Santorini Private Romantic Tour with Wine Tasting & Dinner

Fall in love all over again — in the most romantic place on Earth. Discover Santorini’s most intimate and magical spots, enjoy a wine tasting …More

Fall in love all over again — in the most romantic place on Earth. Discover Santorini’s most intimate and magical spots, enjoy a wine tasting...

6 hours Hotel pickup offered Free Cancellation
5.0 (26)
from
$182
Santorini Oia: Small Group Day Cruise w BBQ Fresh Fish & Drinks

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise …More

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise...

4 hours Hotel pickup offered Free Cancellation
5.0 (33)
from
$118
Santorini Wine Abundance : 4 Wineries & Greek Lunch

Experience the Abundance of Santorini on an elite, 4-location private journey. Led by an expert, we offer more locations, better views, and more wine than …More

Experience the Abundance of Santorini on an elite, 4-location private journey. Led by an expert, we offer more locations, better views, and more wine than...

5 hours Hotel pickup offered Free Cancellation
5.0 (23)
from
$248
Santorini: 4hr Private Wine Tasting Tour

Experience the delicious side of Santorini on this indulgent tour. Spend four hours exploring the island’s wine scene — and taste local snacks and spirits, …More

Experience the delicious side of Santorini on this indulgent tour. Spend four hours exploring the island’s wine scene — and taste local snacks and spirits,...

4 hours Hotel pickup offered Free Cancellation
5.0 (22)
from
$191
Santorini: 4hr Private Countryside Hidden Paths Tour

This Santorini private tour is a great opportunity for those who like to explore spots off the beaten track. You will see hidden spots you could …More

This Santorini private tour is a great opportunity for those who like to explore spots off the beaten track. You will see hidden spots you could...

4 hours Hotel pickup offered Free Cancellation
4.9 (25)
from
$90
Private Tour: Santorini Panorama SUV Adventure

We understand that your time is valuable and limited. If you do not have the Luxury of “Time”, but you wish to seize the opportunity …More

We understand that your time is valuable and limited. If you do not have the Luxury of “Time”, but you wish to seize the opportunity...

5 hours Hotel pickup offered Free Cancellation
5.0 (168)
from
$429
Private 5 Hours Highlights Tour by Native Guide with Wine Tasting

Explore Santorini's top sights with our local, experienced guide. Discover and explore our company's nontouristic, hidden sides. Travel in a comfortable, luxury, air-conditioned Mercedes minivan …More

Explore Santorini's top sights with our local, experienced guide. Discover and explore our company's nontouristic, hidden sides. Travel in a comfortable, luxury, air-conditioned Mercedes minivan...

280 to 300 minutes Hotel pickup offered Free Cancellation
4.8 (29)
from
$84
Aroma of Santorini:Private Half Day Sightseeing with wine tasting

Choosing the tour of Aroma of Santorini (4 hours tour) accompanied by a friendly, experience guide, you will explore Santorini and its own history and mystery. …More

Likely to Sell Out
Likely to Sell Out

Choosing the tour of Aroma of Santorini (4 hours tour) accompanied by a friendly, experience guide, you will explore Santorini and its own history and mystery....

4 hours Hotel pickup offered Free Cancellation
5.0 (23)
from
$248
Santorini Private Wine Tour with WSET-Certified Sommelier

This tour is designed to stimulate your tastes and take your breath way for an entire 5-hours. A unique experience with three world class vineyard …More

This tour is designed to stimulate your tastes and take your breath way for an entire 5-hours. A unique experience with three world class vineyard...

5 hours Hotel pickup offered Free Cancellation
5.0 (37)
from
$237
Santorini - Volcano and Hot springs

Τhis trip is mainly aimed at visitors who don't have much time to spare, ideal for cruise travelers, as the boat tour begins at the …More

Τhis trip is mainly aimed at visitors who don't have much time to spare, ideal for cruise travelers, as the boat tour begins at the...

3 hours Free Cancellation
4.3 (36)
from
$34
Private Daily Sailing Cruise to Discover the Highlights of Milos

This cruise is unique and a must when visiting Milos . It gets you to places mostly accessible only by boat and offer the comfort …More

This cruise is unique and a must when visiting Milos . It gets you to places mostly accessible only by boat and offer the comfort...

8 hours Free Cancellation
5.0 (34)
from
$1,304
Memories of Santorini - Photoshoot in Oia

IG: memories_of_santorini ❗Only couples or private groups. If you’re a solo traveler, a family, a larger group, or need a different time slot, feel free …More

IG: memories_of_santorini ❗Only couples or private groups. If you’re a solo traveler, a family, a larger group, or need a different time slot, feel free...

1 hour Free Cancellation
5.0 (30)
from
$169
Santorini Flying Dresses Photoshoot

This is a great chance to leave a memory of your visit to the Love Island! If you want to feel unique and to get …More

This is a great chance to leave a memory of your visit to the Love Island! If you want to feel unique and to get...

1 hour Free Cancellation
4.6 (41)
from
$226
Small Group Kaiki Cruise & Greek Gastronomy Experience

Step aboard Agia Kali, a restored wooden kaiki, for a semi-private cruise limited to 14 guests. Discover hidden Cycladic coves, swim in crystal-clear waters, and …More

Step aboard Agia Kali, a restored wooden kaiki, for a semi-private cruise limited to 14 guests. Discover hidden Cycladic coves, swim in crystal-clear waters, and...

6 hours 30 minutes Free Cancellation
5.0 (145)
from
$209
Private Luxury Santorini Catamaran Cruise with Port Pickup

Cruise around Santorini in style on this private, 5-hour cruise by a luxury catamaran. Choose from a daytime or sunset cruise, then laze on deck …More

Likely to Sell Out
Likely to Sell Out

Cruise around Santorini in style on this private, 5-hour cruise by a luxury catamaran. Choose from a daytime or sunset cruise, then laze on deck...

5 hours Hotel pickup offered
4.9 (52)
from
$258
Private Flying Dress Photoshoot in Santorini

We created these unique flying dress photoshoots back in 2016 and now they are recognized all over the world. Nowadays it's a "must have" experience …More

We created these unique flying dress photoshoots back in 2016 and now they are recognized all over the world. Nowadays it's a "must have" experience...

1 hour 15 minutes Free Cancellation
5.0 (103)
from
$734
Flying Dress Photo: Santorini Photoshoot – Happy Birthday Package

Presenting Flying Dress Photo, a pioneering company offering flying dress photoshoots in Santorini since 2018. Our signature Flying Dress photoshoots are now celebrated worldwide! Capture …More

Presenting Flying Dress Photo, a pioneering company offering flying dress photoshoots in Santorini since 2018. Our signature Flying Dress photoshoots are now celebrated worldwide! Capture...

2 hours Free Cancellation
5.0 (17)
from
$1,090
Full Day Sailboat Private Kleftiko & Blue Lagoon with Lunch

On 9hrs tour, you will discover amazing caves that can’t be reached by land accompanied by our captain.Swim in crystal clear waters all day while …More

On 9hrs tour, you will discover amazing caves that can’t be reached by land accompanied by our captain.Swim in crystal clear waters all day while...

9 hours Free Cancellation
5.0 (26)
from
$2,258
Santorini Flying Dress Photoshoot in Oia & Caldera Dress Included

Enjoy a private Santorini flying dress photoshoot with a photographer, dedicated dress assistant and relaxed posing guidance. Choose Oia for blue-dome views or Imerovigli for …More

Enjoy a private Santorini flying dress photoshoot with a photographer, dedicated dress assistant and relaxed posing guidance. Choose Oia for blue-dome views or Imerovigli for...

1 hour 20 minutes Free Cancellation
5.0 (24)
from
$316
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