Greece Sailing Trips

Corfu Benitses Cruise Tour to Blue Lagoon

Join us for an intimate and exclusive journey aboard our traditional wooden boat, tailored to offer an unmatched experience of the Ionian Sea's serene beauty. …More

Corfu, Greece

Join us for an intimate and exclusive journey aboard our traditional wooden boat, tailored to offer an unmatched experience of the Ionian Sea's serene beauty....

7 hours 30 minutes Free Cancellation
5.0 (19)
from
$148
Santorini: Caldera Private Sailing Boat Cruise with Beneteau Oceanis 46.1

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large cruising yacht. Its stepped hull and a large number …More

Santorini, Greece

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large cruising yacht. Its stepped hull and a large number...

5 hours Hotel pickup offered Free Cancellation
5.0 (17)
from
$149
Santorini Full Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport

Enjoy unique views of Santorini from the sea during this 7 hour daycruise, starting from the port of Vlychada. Passing from the Red Beach you …More

Santorini, Greece

Enjoy unique views of Santorini from the sea during this 7 hour daycruise, starting from the port of Vlychada. Passing from the Red Beach you...

7 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$263
Sailsational Luxury Santorini Catamaran Sunset Cruise with Dinner

The limited number of participants makes this catamaran sailing experience unique and different. At most, 12-20 guests take place on this catamaran sailing tour. It …More

Santorini, Greece

The limited number of participants makes this catamaran sailing experience unique and different. At most, 12-20 guests take place on this catamaran sailing tour. It...

5 to 6 hours Hotel pickup offered Free Cancellation
4.8 (19)
from
$218
South Crete: Private 5-7hrs Snorkeling & Sailing with Lunch

Explore the Fantastic Unspoiled Beaches in South Crete! Crete is one of the five most prominent islands in the Mediterranean and it’s divided in half …More

Explore the Fantastic Unspoiled Beaches in South Crete! Crete is one of the five most prominent islands in the Mediterranean and it’s divided in half...

7 hours Free Cancellation
4.7 (23)
from
$689
Athens Riviera Sunset Dinner Cruise to Ydrousa & Vouliagmeni

Our half-day Athens Riviera cruise is a truly unique experience, perfect for travelers looking to make the most of their time in Athens. Here's what …More

Athens, Greece

Our half-day Athens Riviera cruise is a truly unique experience, perfect for travelers looking to make the most of their time in Athens. Here's what...

5 hours Free Cancellation
4.7 (26)
from
$153
Balos Lagoon Kissamos Shared Sailboat Tour Experience

By our sailing boats "Izabela" and "Poseidon" we organise day cruises to Gramvousa and Balos. Our journey starts from Kissamos Port. After about 90 minutes …More

By our sailing boats "Izabela" and "Poseidon" we organise day cruises to Gramvousa and Balos. Our journey starts from Kissamos Port. After about 90 minutes...

8 hours Free Cancellation
4.7 (23)
from
$193
Chania Sunset Catamaran Cruise from Souda Port

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And …More

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And...

3 hours 30 minutes Free Cancellation
5.0 (14)
from
$85
Rhodes Private Luxury Sunset Cruise,Cocktails & Champagne, wine

Rhodes Private and Luxury Sunset Cruise to Kallithea Springs -Aboard Our Luxury Sailing Yacht Enjoy a private sunset cruise aboard Sailing Edisa, with golden Aegean …More

Rhodes, Greece

Rhodes Private and Luxury Sunset Cruise to Kallithea Springs -Aboard Our Luxury Sailing Yacht Enjoy a private sunset cruise aboard Sailing Edisa, with golden Aegean...

3 hours 30 minutes Free Cancellation
5.0 (16)
from
$899
Rhodes Private Luxury Deluxe Sunset Dinner Coctails Champagne

Romance in Rhodes – Sea, Spice & Serenity Enjoy an intimate private sunset cruise aboard Sailing Edisa, with swimming and snorkelling at the crystal-clear waters …More

Rhodes, Greece

Romance in Rhodes – Sea, Spice & Serenity Enjoy an intimate private sunset cruise aboard Sailing Edisa, with swimming and snorkelling at the crystal-clear waters...

4 hours Free Cancellation
5.0 (18)
from
$1,012
Agios Nikolaos: Semi-private Sailing trip. Lunch and Water Toys

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the water with friends and family. Onboard, …More

Likely to Sell Out
Likely to Sell Out

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the water with friends and family. Onboard,...

5 hours Free Cancellation
4.8 (12)
from
$160
Half-Day Cruise-Athens Riviera Swim & Greek BBQ Cruise

Morning Athens Riviera Cruise – Swim, Sun & BBQ Experience the ultimate Athenian Riviera escape on this unforgettable 5-hour morning cruise! Sail along the stunning …More

Athens, Greece

Morning Athens Riviera Cruise – Swim, Sun & BBQ Experience the ultimate Athenian Riviera escape on this unforgettable 5-hour morning cruise! Sail along the stunning...

5 hours Free Cancellation
4.9 (13)
from
$113
Santorini Volcanic Islands Cruise: Volcano, Hot Springs and Thirassia

Morning visit to Volcano and its sulfur waters on a Traditional Greek Caique Boat. The first stop of your adventure is the volcano of Santorini, …More

Santorini, Greece

Morning visit to Volcano and its sulfur waters on a Traditional Greek Caique Boat. The first stop of your adventure is the volcano of Santorini,...

6 hours Hotel pickup offered Free Cancellation
4.1 (198)
from
$57
Private Sunset cruise to Rhenia&Little Venice with Mykonian Viand

Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass...

4 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$1,370
Black Rose Pirate Boat: 5-Hour Trip from Hersonissos

The black rose will depart every day 11 o clock from the port of Hersonissos. After 20 minutes journey passing by from the bays of …More

Likely to Sell Out
Likely to Sell Out

The black rose will depart every day 11 o clock from the port of Hersonissos. After 20 minutes journey passing by from the bays of...

4 hours Hotel pickup offered Free Cancellation
4.9 (9)
from
$67
Athens Riviera Private Sail Catamaran with Meal and Wine

You'll experience first hand an amazing itinerary of the Athenian Riviera and go to amazing bays where the water is crystal clear, snorkel with the …More

Athens, Greece

You'll experience first hand an amazing itinerary of the Athenian Riviera and go to amazing bays where the water is crystal clear, snorkel with the...

5 hours Free Cancellation
5.0 (47)
from
$1,991
Private 5h Cruise Catamaran Santorini BBQ,drinks, transfer

You will be able to admire the beauty of the cruise around santorini and within the several location we will be stopping at. Enjoy a …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

You will be able to admire the beauty of the cruise around santorini and within the several location we will be stopping at. Enjoy a...

5 hours Hotel pickup offered Free Cancellation
4.9 (7)
from
$143
Private Sailing Cruise to Dia Island with Meal & Water Activities

Sail with us to the exotic Dia Island on our large and comfortable sailing yachts. Our journey begins at the Heraklion Old venetian port. After …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

Sail with us to the exotic Dia Island on our large and comfortable sailing yachts. Our journey begins at the Heraklion Old venetian port. After...

5 hours 30 minutes Hotel pickup offered Free Cancellation
4.7 (10)
from
$907
Private Half Day Cruise on a Speed Boat in Corfu island

Discover the beauty of Corfu on a private speedboat cruise along its stunning coastline. Enjoy the freedom and comfort of exploring secluded bays, picturesque coves, …More

Corfu, Greece

Discover the beauty of Corfu on a private speedboat cruise along its stunning coastline. Enjoy the freedom and comfort of exploring secluded bays, picturesque coves,...

4 hours Free Cancellation
5.0 (67)
from
$1,378
3 hours Kassandra Sunset or Day sailing yacht tour

This is one of the few small group tours in Halkidiki that sails through some of the most beautiful and areas that you can’t reach …More

Halkidiki, Greece

This is one of the few small group tours in Halkidiki that sails through some of the most beautiful and areas that you can’t reach...

3 hours Free Cancellation
4.7 (17)
from
$56
Luxury escape Sailing, shared from Hersonissos or Heraklion port

Looking for an Escape? On a yacht, you have the opportunity to appreciate your downtime in an idyllic setting that offers relaxation, freedom, exhilaration, and …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

Looking for an Escape? On a yacht, you have the opportunity to appreciate your downtime in an idyllic setting that offers relaxation, freedom, exhilaration, and...

7 hours Free Cancellation
4.8 (6)
from
$102

Frequently Asked Questions

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

Recent tour reviews
Activity name

Greece Tours
Attractions
Guides
Calendar