Cyclades Islands Boat Tours

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

Paros, Greece

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
$210
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
$2,287
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
$858
Private Full Day Tour in South Paros Caves Despotiko

We sail from Pisso Livadi to the southwest by 09:30, hoisting our sails and adjusting our course according to the prevailing winds we enjoy a …More

Paros, Greece

We sail from Pisso Livadi to the southwest by 09:30, hoisting our sails and adjusting our course according to the prevailing winds we enjoy a...

8 hours Free Cancellation
5.0 (32)
from
$364
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
$676
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
$976
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
$1,894
Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos

Experience the magic of Milos on a luxury catamaran cruise designed for total comfort and adventure. Your journey begins at Adamantas, sailing first to the …More

Milos, Greece

Experience the magic of Milos on a luxury catamaran cruise designed for total comfort and adventure. Your journey begins at Adamantas, sailing first to the...

9 hours Free Cancellation
5.0 (20)
from
$218
Mykonos Catamaran Delos Rhenia Cruise with Lunch and Transfer

Indulge in this daily cruise to Delos and Rhenia islands, which lets you bask in the warm Mykonian sun, enjoying the summer breeze as you …More

Mykonos, Greece

Indulge in this daily cruise to Delos and Rhenia islands, which lets you bask in the warm Mykonian sun, enjoying the summer breeze as you...

6 hours Hotel pickup offered Free Cancellation
5.0 (33)
from
$205
Morning Caldera Sailing Cruise

Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, snorkeling, taking photos, tasting delicious BBQ meals, Greek …More

Santorini, Greece

Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, snorkeling, taking photos, tasting delicious BBQ meals, Greek...

5 hours Hotel pickup offered Free Cancellation
5.0 (36)
from
$144
Island Hopping: Santorini Catamaran Charter Cruise with a skipper

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set …More

Paros, Greece

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set...

7 days
4.9 (123)
from
$8,450
Private Boat Tour to Antiparos and Blue Lagoon

Embark on an unforgettable adventure exploring the hidden gems of the Cyclades with our exclusive boat tour departing from Naxos or Paros. Our first stop …More

Naxos, Greece

Embark on an unforgettable adventure exploring the hidden gems of the Cyclades with our exclusive boat tour departing from Naxos or Paros. Our first stop...

6 to 8 hours Free Cancellation
4.9 (33)
from
$1,311
Mykonos Catamaran Sunset Cruise with Meal, Drinks & Transfer

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches …More

Mykonos, Greece

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches...

4 hours Hotel pickup offered Free Cancellation
4.9 (127)
from
$142
Antiparos Odyssey: Caves, Blue Lagoon & Coastal Charms|Boat Tour

Explore the charming streets of Antiparos, a serene destination favoured by celebrities. Marvel at the stunning Cave of Trypiti, a natural wonder, take photos and …More

Antiparos, Greece

Explore the charming streets of Antiparos, a serene destination favoured by celebrities. Marvel at the stunning Cave of Trypiti, a natural wonder, take photos and...

4 hours Free Cancellation
5.0 (24)
from
$1,140
Private sailing cruise to Delos & Rhenia with Lunch & Transfer

Our first stop is an hour away, the renowned Big Delos island. While there, you will have the opportunity to visit one of the most …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Our first stop is an hour away, the renowned Big Delos island. While there, you will have the opportunity to visit one of the most...

6 hours Hotel pickup offered Free Cancellation
5.0 (12)
from
$2,227
Santorini: Private Catamaran Cruise with Fresh Fish BBQ & Drinks

The Private Sailing Cruise by Renieris Santorini Sailing Center starting from Vlychada marina is a great opportunity to customize your own cruise and enjoy the …More

Santorini, Greece

The Private Sailing Cruise by Renieris Santorini Sailing Center starting from Vlychada marina is a great opportunity to customize your own cruise and enjoy the...

5 hours Hotel pickup offered Free Cancellation
5.0 (19)
from
$179
Santorini Caldera Morning Cruise With King Thiras Boat

What makes this tour unique is the opportunity to visit the main landmarks of Santorini in one day, enjoying amazing views and sceneries. …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

What makes this tour unique is the opportunity to visit the main landmarks of Santorini in one day, enjoying amazing views and sceneries....

7 hours Free Cancellation
4.3 (36)
from
$58
Milos Island Full day Private Tour

We know the whole island like the palm of our hand. We can take you to dramatic sea caves and beaches so secluded even the …More

Milos, Greece

We know the whole island like the palm of our hand. We can take you to dramatic sea caves and beaches so secluded even the...

8 to 9 hours Free Cancellation
5.0 (15)
from
$2,612
Santorini Caldera: Private Cruise with Speed Boat & Open Bar

Starting the tour from the marina of Vlychada, our first stop will be the volcanic Red Beach where for half an hour you will enjoy …More

Santorini, Greece

Starting the tour from the marina of Vlychada, our first stop will be the volcanic Red Beach where for half an hour you will enjoy...

4 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$159
Motor Yacht (2026)Luxury Private Cruise Around Santorini

Enjoy a fully private experience on the luxury motor yacht Diamond, offering speed, comfort and flexibility to explore more of Santorini in less time. Unlike …More

Santorini, Greece

Enjoy a fully private experience on the luxury motor yacht Diamond, offering speed, comfort and flexibility to explore more of Santorini in less time. Unlike...

5 hours Hotel pickup offered Free Cancellation
5.0 (12)
from
$152
Small group,swim in Rhenia,watch the sunset fm LVenice, freetrans

Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice, …More

Mykonos, Greece

Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice,...

4 to 5 hours Hotel pickup offered Free Cancellation
4.6 (28)
from
$155

Frequently Asked Questions

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

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