Top Greece Sailing Trips

Q: Which Greece Sailing Trips have Instant Confirmation?

Greece Sailing Trips with Instant Confirmation include: Sailing Vacation in the Aegean, Greece (8 days) Sailing to Epidavros and Mycenae, Guided Tour and Wine Tasting Athens Experience Combo Sailing Guided Tour and Food Tasting Aegina Island Private Yacht, Guided Tour and Tasting Experience Scuba Diving Private Experience Sailing Greek Cuisine and Diving View all Tours with Instant Confirmation →

Q: I need a ride! Which Greece Sailing Trips have Hotel Pickup?

No problem. These Greece Sailing Trips include Hotel Pickup: Sailing Vacation in the Aegean, Greece (8 days) Aegina Island Private Yacht, Guided Tour and Tasting Experience Full Day Santorini Catamaran Private Cruise with meal and transfer Private Boat Excursion from Athens to Agistri & Aegina Balos Catamaran Private Sailing Cruise with Lunch View all Tours with Hotel Pickup →

Q: Got any more Greece trip ideas?

We sure do. Check out our curated lists of hand-picked Greece Tours. Top 10 Greece 2026 Senior-friendly tours Greece The best tours and activities for culture lovers in Greece Top Day Trips from Greece Things to do in Greece this summer View all Greece Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Greece?

Based on our sales data over the past year, the most popular styles of tours and activities in Greece are: Greece Luxury & Special Occasions Greece Luxury Tours Greece Tours & Sightseeing Greece Cultural & Theme Tours Greece Historical & Heritage Tours View all tour styles in 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, …More

Heraklion, Greece

5.0 (4)

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,...

8 hours Hotel pickup offered

5.0 (4)

from
$1,370

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

5.0 (38)

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...

3 hours 30 minutes Free Cancellation

5.0 (38)

from
$1,357

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

5.0 (34)

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...

8 hours Free Cancellation

5.0 (34)

from
$1,318

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

5.0 (6)

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...

6 hours Free Cancellation

5.0 (6)

from
$1,274

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

5.0 (1)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,249

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

5.0 (97)

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,...

4 hours Free Cancellation

5.0 (97)

from
$1,240

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

5.0 (16)

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...

4 to 7 hours Free Cancellation

5.0 (16)

from
$1,164

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

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...

9 hours Free Cancellation

from
$1,148

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

5.0 (9)

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,...

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

5.0 (4)

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...

6 hours Free Cancellation

5.0 (4)

from
$1,141

Sailing trip to the Top Coasts of Crete, Daily/Multi-day

We are the only Sailing Yacht in the area,so you will enjoy isolated turquoise coasts with no crowds.Our daily sailing trip take place in the …More

5.0 (173)

Sailing trip to the Top Coasts of Crete, Daily/Multi-day

We are the only Sailing Yacht in the area,so you will enjoy isolated turquoise coasts with no crowds.Our daily sailing trip take place in the...

7 hours

5.0 (173)

from
$1,137

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

5.0 (2)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$1,137

Exclusive Sailing on a Private Yacht from Athens

Experience the Saronic Gulf like never before with us! Our Exclusive Sailing to Aegina on a Private Yacht from Athens Cruise is all about personalized, …More

Athens, Greece

5.0 (7)

Exclusive Sailing on a Private Yacht from Athens

Experience the Saronic Gulf like never before with us! Our Exclusive Sailing to Aegina on a Private Yacht from Athens Cruise is all about personalized,...

9 hours Free Cancellation

5.0 (7)

from
$1,091

Aegean sea Cruises provide personalized Day and Multi-Day Private Cruises with Luxury Sailing Yachts, Catamarans and Motor Boats in all Greek islands and especially across …More

Private Catamaran Cruise from Kavala to North or South Thassos

Aegean sea Cruises provide personalized Day and Multi-Day Private Cruises with Luxury Sailing Yachts, Catamarans and Motor Boats in all Greek islands and especially across...

10 hours Free Cancellation

from
$1,091

Private All Inclusive Sailing Day Tour from Agia Efimia to Ithaca

Experience an unforgettable 8-hour private sailing adventure from Agia Efimia, Kefalonia, to Ithaca. Swim in pristine waters at Gidaki Beach and Lygia Islet. Savor crew-crafted …More

Cephalonia, Greece

5.0 (4)

Private All Inclusive Sailing Day Tour from Agia Efimia to Ithaca

Experience an unforgettable 8-hour private sailing adventure from Agia Efimia, Kefalonia, to Ithaca. Swim in pristine waters at Gidaki Beach and Lygia Islet. Savor crew-crafted...

8 hours Free Cancellation

5.0 (4)

from
$1,084

Daytour Sailboat with Lunch/drinks in Lindos area

Your exclusive sailing experience in complete privacy! A touch of adventure, freedom and direct experience of nature awaits you on our comfortable and sporty sailing …More

Rhodes, Greece

5.0 (25)

Daytour Sailboat with Lunch/drinks in Lindos area

Your exclusive sailing experience in complete privacy! A touch of adventure, freedom and direct experience of nature awaits you on our comfortable and sporty sailing...

6 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$1,056

Half day Private Sailing cruise in Santorini island up to 6 pax

Enjoy the cruise like a real sailor and experience moving with the force of the wind! Maria our captain will stand our, together with our …More

Santorini, Greece

5.0 (6)

Half day Private Sailing cruise in Santorini island up to 6 pax

Enjoy the cruise like a real sailor and experience moving with the force of the wind! Maria our captain will stand our, together with our...

5 hours Free Cancellation

5.0 (6)

from
$1,033

Private Sunset Catamaran Cruise from Nikiti

An unforgettable, romantic sunset cruise is provided every evening at 18:00. During this cruise you have the opportunity to enjoy a breathtaking sunset while you …More

Thessaloniki, Greece

5.0 (2)

Private Sunset Catamaran Cruise from Nikiti

An unforgettable, romantic sunset cruise is provided every evening at 18:00. During this cruise you have the opportunity to enjoy a breathtaking sunset while you...

3 hours

5.0 (2)

from
$1,033

The unique breathtaking sunset in the Greek sea accompanied with traditional local snacks and drinks is the best way to relax on your vacations. …More

Antiparos, Greece

Glaraki Private Sunset Tour

The unique breathtaking sunset in the Greek sea accompanied with traditional local snacks and drinks is the best way to relax on your vacations....

3 hours Free Cancellation

from
$1,033

Private Yacht Tour in Santorini (Technohull) - Open Bar&Transfers

• Sail along the iconic caldera, passing volcanic cliffs, the famous Red Beach, and the White Beach. • Swim in crystal-clear waters, explore hidden coves, …More

Santorini, Greece

Private Yacht Tour in Santorini (Technohull) - Open Bar&Transfers

• Sail along the iconic caldera, passing volcanic cliffs, the famous Red Beach, and the White Beach. • Swim in crystal-clear waters, explore hidden coves,...

5 hours Hotel pickup offered Free Cancellation

from
$1,027