Cyclades Islands Private & Custom Tours

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
$237
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
$1,304
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

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
$169
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
Santorini, Greece

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
$259
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
$734
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
$2,258
3 hour private cruise: DELOS - RHENIA

Mykonos along with Delos, Rhenia and some other rocky islets form a single island complex. Visiting these islets is a "must" for someone discovering Mykonos. …More

Mykonos, Greece

Mykonos along with Delos, Rhenia and some other rocky islets form a single island complex. Visiting these islets is a "must" for someone discovering Mykonos....

3 hours Free Cancellation
5.0 (33)
from
$845
4-Hour Private Custom Santorini Tour

If you have a few hours to visit the island then this is the best choice for you.Santorini has must-see highlights that you will be …More

Santorini, Greece

If you have a few hours to visit the island then this is the best choice for you.Santorini has must-see highlights that you will be...

4 to 5 hours Hotel pickup offered Free Cancellation
4.9 (34)
from
$98
Santorini Photo Safari Top Places

Discover the highlights and hidden gems of Santorini Create the best photos possible as you journey to villages, beaches and more. …More

Santorini, Greece

Discover the highlights and hidden gems of Santorini Create the best photos possible as you journey to villages, beaches and more....

4 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$79
Santorini Couple Photoshoot & Proposal With a Local Photographer

What sets this experience apart is the combination of local expertise, natural storytelling, and a relaxed, personalized approach. With over 15 years of experience photographing …More

Santorini, Greece

What sets this experience apart is the combination of local expertise, natural storytelling, and a relaxed, personalized approach. With over 15 years of experience photographing...

30 to 120 minutes Free Cancellation
5.0 (22)
from
$51
The Best of Santorini: 5-Hour Private Guided Tour of the Island

This is a private tour and is tailor made to your heart’s desires. That means you can choose where you want to visit, and our …More

Santorini, Greece

This is a private tour and is tailor made to your heart’s desires. That means you can choose where you want to visit, and our...

5 hours Hotel pickup offered Free Cancellation
5.0 (24)
from
$135
Rent a SpeedBoat in Santorini with License or Skippered

Travel along Santorini Island and discover thirassia island and the volcano! Enjoy a stress-free motorboat rental that doesn't require a license! Perfect for groups or …More

Santorini, Greece

Travel along Santorini Island and discover thirassia island and the volcano! Enjoy a stress-free motorboat rental that doesn't require a license! Perfect for groups or...

10 hours Free Cancellation
5.0 (21)
from
$665
SANTORINI PRIVATE TOUR with Flexible Itinerary & Pickup

Discover Island's highlights with a flexible 3 or 5-hour Santorini tour, starting with a convenient pickup from your location. First, explore the stunning village of …More

Santorini, Greece

Discover Island's highlights with a flexible 3 or 5-hour Santorini tour, starting with a convenient pickup from your location. First, explore the stunning village of...

3 to 5 hours Hotel pickup offered Free Cancellation
5.0 (15)
from
$59
Private 5-Hour Cruise on Brand-New 2023 Motor Yacht in Mykonos (Voreus)

Cruise with us in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast. Our luxurious, brand new …More

Mykonos, Greece

Cruise with us in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast. Our luxurious, brand new...

5 hours Hotel pickup offered Free Cancellation
5.0 (21)
from
$960
Private Mykonos Escape Tour

We welcome you to our Private Escape Tour! Our driver will meet you at the port, airport or hotel/residence, we board in the car and …More

Mykonos, Greece

We welcome you to our Private Escape Tour! Our driver will meet you at the port, airport or hotel/residence, we board in the car and...

4 hours Hotel pickup offered Free Cancellation
4.9 (33)
from
$214
Private Photoshoot in Mykonos with a Professional Photographer

No more selfies or pestering strangers for photos of yourself and loved ones, enjoy the services of a professional vacation photographer in Mykonos to capture your …More

Mykonos, Greece

No more selfies or pestering strangers for photos of yourself and loved ones, enjoy the services of a professional vacation photographer in Mykonos to capture your...

1 to 2 hours Free Cancellation
5.0 (23)
from
$303
Iconic Sights of Santorini - Private Tailor Made Tour

Discover everything Santorini has to offer in one unforgettable day. Visit postcard-perfect villages, taste local wine, relax at volcanic beaches, and soak in dramatic landscapes—all …More

Santorini, Greece

Discover everything Santorini has to offer in one unforgettable day. Visit postcard-perfect villages, taste local wine, relax at volcanic beaches, and soak in dramatic landscapes—all...

6 to 7 hours Hotel pickup offered Free Cancellation
5.0 (23)
from
$82
Santorini Essentials Half-Day Private Tour

A relaxed half-day private tour that brings together Oia, Megalochori, and Pyrgos for a more rounded introduction to Santorini. It is ideal for travelers who …More

Santorini, Greece

A relaxed half-day private tour that brings together Oia, Megalochori, and Pyrgos for a more rounded introduction to Santorini. It is ideal for travelers who...

4 hours Hotel pickup offered Free Cancellation
5.0 (23)
from
$60
Paros-Antiparos Private Cruise on a Luxurious Saxdor 320

Are you in Paros for a long holiday or just spending a few days? Why not take the most of it? Book a ride and …More

Paros, Greece

Are you in Paros for a long holiday or just spending a few days? Why not take the most of it? Book a ride and...

7 hours Free Cancellation
4.9 (20)
from
$1,863
Private Santorini Highlights Tour with Easy and Flat Walks

Why book this tour? Because you deserve to be in the hands of someone who truly cares! As a "people person," I love to share, …More

Santorini, Greece

Why book this tour? Because you deserve to be in the hands of someone who truly cares! As a "people person," I love to share,...

4 hours Hotel pickup offered Free Cancellation
5.0 (26)
from
$101
Santorini Instagram and TikTok Photo Spots Private Tour

A unique, modern experience for those who want to upload the best pictures of the island to their profiles. We are here to show you …More

Santorini, Greece

A unique, modern experience for those who want to upload the best pictures of the island to their profiles. We are here to show you...

6 hours Hotel pickup offered Free Cancellation
5.0 (36)
from
$96

Frequently Asked Questions

These answers are based on answers previously given to Key West Private Charters customers' questions.

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