Top activities
Top landmarks
Trip ideas
Nearby places

Top Greece Sailing Trips

The Authentic Rhenia-Delos Cruise

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia, …More

Mykonos, Greece

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia,...

6 hours 30 minutes Free Cancellation
4.8 (432)
from
$102
Corfu Private Yacht Cruise

Discover the beauty of Corfu with Balos Yachts on a private sailing cruise along the island’s stunning coastline. Enjoy breathtaking views of the historic Old …More

Corfu, Greece

Discover the beauty of Corfu with Balos Yachts on a private sailing cruise along the island’s stunning coastline. Enjoy breathtaking views of the historic Old...

2 to 8 hours Free Cancellation
5.0 (430)
from
$439
Rhodes Day Cruise (with lunch & unlimited drinks) 5,5 Hours

We sail from Marina Mandraki (port) at 10:00am. Enjoy travelling with our traditional wooden boat to one of the most impressive beaches of Rhodes, the …More

Rhodes, Greece

We sail from Marina Mandraki (port) at 10:00am. Enjoy travelling with our traditional wooden boat to one of the most impressive beaches of Rhodes, the...

5 hours 30 minutes Free Cancellation
4.8 (482)
from
$75
Heraklion: Dia Catamaran Cruise Mediterranean Meal & Water Fun

Join us for a semi-private morning cruise from Heraklion aboard a sleek, modern catamaran. Your adventure begins with a warm welcome from our crew. As …More

Heraklion, Greece

Join us for a semi-private morning cruise from Heraklion aboard a sleek, modern catamaran. Your adventure begins with a warm welcome from our crew. As...

5 hours Free Cancellation
4.9 (243)
from
$144
Catamaran Half Day Shared Kleftiko Trip

Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Boarding time is 30' minutes before departure. Be on time. Itinerary of the cruise Welcome on board! We sail …More

Milos, Greece

Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Boarding time is 30' minutes before departure. Be on time. Itinerary of the cruise Welcome on board! We sail...

5 hours Free Cancellation
5.0 (243)
from
$207
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
$114
Half Day Sailing to Kleftiko with Lunch, Open Bar & Snorkeling

Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an …More

Milos, Greece

Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an...

7 hours Free Cancellation
5.0 (306)
from
$154
Milos oneiro-kleftiko sailing experience with local guide

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of …More

Milos, Greece

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of...

7 hours Free Cancellation
5.0 (441)
from
$161
Milos Sailing Tour with snorkeling and lunch

We start from Pollonia or Adamas and we explore beautiful Milos and magnificent Kleftiko • Comfort and luxury: Our boat features 4 double cabins and …More

Milos, Greece

We start from Pollonia or Adamas and we explore beautiful Milos and magnificent Kleftiko • Comfort and luxury: Our boat features 4 double cabins and...

8 hours Free Cancellation
4.8 (196)
from
$171
Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

Our brand-new luxury catamaran is elegant, sophisticated, and designed for your ultimate comfort. With a small-group setting, this cruise offers an intimate and personalized experience, …More

Our brand-new luxury catamaran is elegant, sophisticated, and designed for your ultimate comfort. With a small-group setting, this cruise offers an intimate and personalized experience,...

6 hours 30 minutes Free Cancellation
4.9 (118)
from
$172
Luxury Catamaran Semi private cruise with meals & drinks and transportation.

Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the...

5 hours Hotel pickup offered Free Cancellation
4.5 (42)
from
$183
Athens Riviera Half-Day Cruise – Swim, Lunch & Drinks Included!

Embark on an enchanting Half Day Morning Athens Cruise, a serene sailing experience that invites you to explore the mesmerizing beauty of the Athenian Riviera …More

Athens, Greece

Embark on an enchanting Half Day Morning Athens Cruise, a serene sailing experience that invites you to explore the mesmerizing beauty of the Athenian Riviera...

5 hours Hotel pickup offered Free Cancellation
5.0 (119)
from
$131
Catamaran Cruise in Nafplio | Private

Hop on board for a unique sailing experience! During the cruise, you have qualitative time to relax, enjoy swimming in the crystal clear waters of …More

Likely to Sell Out
Likely to Sell Out
Nafplio, Greece

Hop on board for a unique sailing experience! During the cruise, you have qualitative time to relax, enjoy swimming in the crystal clear waters of...

4 hours 30 minutes Free Cancellation
5.0 (45)
from
$1,952
Kos: Small Group Full-Day Sailing Boat Trip, Meals, Drinks & Swim

Take in the beautiful Mediterranean ocean and views from a boat with swim and snorkeling stops along the way. Taste locally-made Greek dishes at lunchtime, …More

Kos, Greece

Take in the beautiful Mediterranean ocean and views from a boat with swim and snorkeling stops along the way. Taste locally-made Greek dishes at lunchtime,...

7 hours Free Cancellation
4.9 (102)
from
$166
Private Mykonos Catamaran Day Cruise with Meals & Water Toys

Choose between a morning or sunset cruise when booking. On the day, meet the skipper at Ornos Marina, finding a comfortable spot aboard the modern …More

Mykonos, Greece

Choose between a morning or sunset cruise when booking. On the day, meet the skipper at Ornos Marina, finding a comfortable spot aboard the modern...

5 hours Free Cancellation
4.9 (115)
from
$1,484
Santorini Private Sunset Sailing Tour with Dinner, Drinks &Transfer included

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years, …More

Santorini, Greece

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years,...

5 hours Hotel pickup offered Free Cancellation
5.0 (183)
from
$269
Private Catamaran All-Inclusive Cruise in Naxos

Explore Naxos island on-board a luxurious catamaran. It will be your yacht for the day! Step aboard and get ready to sail on an experience …More

Naxos, Greece

Explore Naxos island on-board a luxurious catamaran. It will be your yacht for the day! Step aboard and get ready to sail on an experience...

5 hours Free Cancellation
4.9 (102)
from
$191
Catamaran Half Day Morning Cruise: Kleftiko

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves …More

Milos, Greece

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves...

6 hours Free Cancellation
4.9 (197)
from
$189
Semi-Private Sailing Cruise to Iconic Bays (Shore-Ex Top Choice)

Escape the large tour boats and experience the Rhodes coastline in total serenity. Join us on a boutique sailing yacht for a semi-private journey limited …More

Rhodes, Greece

Escape the large tour boats and experience the Rhodes coastline in total serenity. Join us on a boutique sailing yacht for a semi-private journey limited...

6 hours Hotel pickup offered Free Cancellation
4.8 (180)
from
$114
Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

Discover the beautiful coast line of Milos and its fantastic and unapproachable beaches with our sailing yachts and find an exciting and alternative way in …More

Milos, Greece

Discover the beautiful coast line of Milos and its fantastic and unapproachable beaches with our sailing yachts and find an exciting and alternative way in...

9 to 10 hours Free Cancellation
4.9 (133)
from
$160

Frequently Asked Questions

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

Recent tour reviews
Activity name

Greece Tours
Attractions
Guides
Calendar