Top activities
Top landmarks
Trip ideas
Nearby places
Port schedule

Top Cyclades Islands Luxury Tours

Shared Catamaran Half Day Cruise in Santorini

The unique moments to be shared only with your friends or family, see the south part of Santorini (Red & White beach, Mesa Pigadia, Black …More

Santorini, Greece

The unique moments to be shared only with your friends or family, see the south part of Santorini (Red & White beach, Mesa Pigadia, Black...

5 hours Hotel pickup offered Free Cancellation
4.9 (32)
from
$148
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

Santorini, Greece

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
$201
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

Santorini, Greece

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
$100
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

Santorini, Greece

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
$187
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

Santorini, Greece

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
$120
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

Saronic Gulf Islands, Greece

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
$251
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

Santorini, Greece

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
$195
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

Santorini, Greece

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 (24)
from
$92
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

Santorini, Greece

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
$436
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
Santorini, Greece

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
$251
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

Santorini, Greece

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
$241
Santorini 3 and half Hour Wine Tour Day/Sunset

A unique experience surprising your palate with splendid flavours, aromas, colours and textures. Listen to real stories about wine making as described from my grand …More

Santorini, Greece

A unique experience surprising your palate with splendid flavours, aromas, colours and textures. Listen to real stories about wine making as described from my grand...

3 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (21)
from
$115
Majestic Catamaran Caldera Cruise with Snacks, Meal & Drinks

The Majestic Day or Sunset Cruise is operated by our newest catamarans which offering luxury setup with plenty of space. You'll set off from Ammoudi …More

Santorini, Greece

The Majestic Day or Sunset Cruise is operated by our newest catamarans which offering luxury setup with plenty of space. You'll set off from Ammoudi...

4 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (23)
from
$154
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

Milos, Greece

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
$1,318
Deluxe Mykonos Tour for Cruise Passengers

Are you a cruise passenger keen to experience the unparalleled charm of Mykonos? We warmly invite first-time visitors to embark on an exclusive 4-hour shore …More

Mykonos, Greece

Are you a cruise passenger keen to experience the unparalleled charm of Mykonos? We warmly invite first-time visitors to embark on an exclusive 4-hour shore...

4 hours Free Cancellation
4.7 (43)
from
$88
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

Santorini, Greece

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
$170
Small Group Kaiki Cruise & Greek Gastronomy Experience

Step aboard Agia Kali, a beautifully restored kaiki, for an intimate semi-private cruise of just 12–14 guests. Glide across turquoise waters to hidden coves and …More

Paros, Greece

Step aboard Agia Kali, a beautifully restored kaiki, for an intimate semi-private cruise of just 12–14 guests. Glide across turquoise waters to hidden coves and...

6 hours 30 minutes Free Cancellation
5.0 (145)
from
$212
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

Santorini, Greece

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
$746
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

Milos, Greece

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
$2,296
Oia Sunset Roundtrip Transfers

Located on the northwestern edge of Santorini island, Oia village offers stunning views of whitewashed houses on oceanside cliffs. This half-day tour offers an extra …More

Santorini, Greece

Located on the northwestern edge of Santorini island, Oia village offers stunning views of whitewashed houses on oceanside cliffs. This half-day tour offers an extra...

4 hours Hotel pickup offered Free Cancellation
4.6 (56)
from
$34

Frequently Asked Questions

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

Recent tour reviews
Activity name

Discover Cyclades Islands