Greece Sailing Trips

344 Results
Chania Private Sailing Cruise with Meal and Water Activities

Sail from Kolimvari Port along the gorgeous north coast of Chania on our comfortable sailing yacht and discover the island of Thodorou, home of the …More

Sail from Kolimvari Port along the gorgeous north coast of Chania on our comfortable sailing yacht and discover the island of Thodorou, home of the...

5 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$1,137
Katerina Sailing Sunrise and Sunset Cruises

Katerina Sailing Boat Milos is a family-run sailing experience offering authentic and intimate trips around the island of Milos. With Captain Katerina at the helm, …More

Milos, Greece

Katerina Sailing Boat Milos is a family-run sailing experience offering authentic and intimate trips around the island of Milos. With Captain Katerina at the helm,...

6 to 8 hours Free Cancellation
5.0 (9)
from
$1,141
Santorini Morning or Sunset Romance Private Sailing Volcano Tour

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a …More

Santorini, Greece

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a...

6 hours Free Cancellation
5.0 (4)
from
$1,141
Full-Day Private cruise to Kleftiko, Polyaigos and Kimolos

Our cruises are one-way starting either in Agia Kyriaki beach and ending in Pollonia village or vice versa. We never sail back to our starting …More

Milos, Greece

Our cruises are one-way starting either in Agia Kyriaki beach and ending in Pollonia village or vice versa. We never sail back to our starting...

9 hours Free Cancellation
from
$1,148
Private Sailing Yacht Events in Kalamata for Up to 23 Guests

What makes this experience unique is the combination of exclusivity, flexibility, and capacity. Unlike typical shared boat tours, this is a fully private sailing yacht …More

Pylos, Greece

What makes this experience unique is the combination of exclusivity, flexibility, and capacity. Unlike typical shared boat tours, this is a fully private sailing yacht...

4 to 7 hours Free Cancellation
5.0 (16)
from
$1,164
Private Half Day cruise on Catamaran in Corfu

Enjoy an exclusive escape combining luxury, privacy, and the natural beauty of Corfu. Discover hidden beaches accessible only by boat, swim in crystal-clear turquoise waters, …More

Corfu, Greece

Enjoy an exclusive escape combining luxury, privacy, and the natural beauty of Corfu. Discover hidden beaches accessible only by boat, swim in crystal-clear turquoise waters,...

4 hours Free Cancellation
5.0 (97)
from
$1,240
Private Caldera Cruise Santorini

Our captain’s professionalism, the presence of co-captain Dior - the cutest mini Maltese that steals the show- combined with our rib boat’s amenities offers the …More

Santorini, Greece

Our captain’s professionalism, the presence of co-captain Dior - the cutest mini Maltese that steals the show- combined with our rib boat’s amenities offers the...

5 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$1,249
Full-Day Private Sailing Experience in Nikiti

Live the Ultimate Sailing Experience within a day! Our experienced skippers are more than willing to introduce you to the art of sailing, share their …More

Thessaloniki, Greece

Live the Ultimate Sailing Experience within a day! Our experienced skippers are more than willing to introduce you to the art of sailing, share their...

6 hours Free Cancellation
5.0 (6)
from
$1,274
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
Private half day cruise The Blue Lagoon with Paros Sail

You came to your vacation in Paros, there is one thing you must do! Sail and swim in the Blue Lagoon with Paros Sail. You …More

Paros, Greece

You came to your vacation in Paros, there is one thing you must do! Sail and swim in the Blue Lagoon with Paros Sail. You...

3 hours 30 minutes Free Cancellation
5.0 (38)
from
$1,357
Mykonos Catamaran Cruise with Meal Drinks and Sup

Go on a half-day cruise in the Aegean Sea. Select your preferred departure time morning or afternoon and sail to the mythical Delos and Rhenia …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Go on a half-day cruise in the Aegean Sea. Select your preferred departure time morning or afternoon and sail to the mythical Delos and Rhenia...

5 hours Free Cancellation
4.9 (14)
from
$1,370
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
Full Day Private Luxury Escape Sailing

Immerse yourself in the serene ambiance of island life aboard a luxurious yacht, surrounded by breathtaking views and attentive crew. Savor the delightful Mediterranean cuisine, …More

Heraklion, Greece

Immerse yourself in the serene ambiance of island life aboard a luxurious yacht, surrounded by breathtaking views and attentive crew. Savor the delightful Mediterranean cuisine,...

8 hours Hotel pickup offered
5.0 (4)
from
$1,370
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
Full Day Cruise on Sailing Yacht in Corfu Island

Discover the beauty of Corfu’s northeastern coastline aboard a private luxury sailing yacht. Explore hidden coves, secluded beaches, and picturesque bays with crystal-clear turquoise waters. …More

Corfu, Greece

Discover the beauty of Corfu’s northeastern coastline aboard a private luxury sailing yacht. Explore hidden coves, secluded beaches, and picturesque bays with crystal-clear turquoise waters....

8 hours Free Cancellation
5.0 (34)
from
$1,378
From Skopelos: Private Full-Day Sailing to Alonissos

This private sailing cruise offers the same full-day route and inclusions as the shared tour, but with the comfort of exclusive use of the yacht, …More

This private sailing cruise offers the same full-day route and inclusions as the shared tour, but with the comfort of exclusive use of the yacht,...

1 to 8 hours Free Cancellation
5.0 (7)
from
$1,419
Luxury Catamaran Morning Private and Greek Gastronomy in Athens

More Than Just a Cruise, It's an Experience Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable …More

Athens, Greece

More Than Just a Cruise, It's an Experience Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable...

6 hours Free Cancellation
5.0 (9)
from
$1,433
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
Luxury cruise in Greece to the CYCLADES by sailboat with CHEF

The most beautiful Greek islands, an elegant and fast sailing boat, delicious food and wonderful sea... And you? What do you dream about for your …More

Ios, Greece

The most beautiful Greek islands, an elegant and fast sailing boat, delicious food and wonderful sea... And you? What do you dream about for your...

8 days
5.0 (1)
from
$1,476
Private Boat Tour, 7 days, the SPORADES, with chef and skipper

CRUISE ON LUXURY YACHT WITH HOTEL TREATMENT: ALSO SUITABLE FOR THOSE WHO HAVE NEVER BEEN ON A SAILBOAT. Our holidays have very relaxing rhythms: in …More

Skiathos, Greece

CRUISE ON LUXURY YACHT WITH HOTEL TREATMENT: ALSO SUITABLE FOR THOSE WHO HAVE NEVER BEEN ON A SAILBOAT. Our holidays have very relaxing rhythms: in...

8 days
from
$1,492
Athens Morning Sailing and Fishing Experience with Greek Cuisine

Sail into Paradise: The Ultimate Private Morning Cruise Escape the ordinary and set sail on a private morning cruise along the breathtaking Athenian Riviera, where …More

Athens, Greece

Sail into Paradise: The Ultimate Private Morning Cruise Escape the ordinary and set sail on a private morning cruise along the breathtaking Athenian Riviera, where...

5 hours Free Cancellation
from
$1,506

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