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 →

Experience a premium boat trip with up to 25 guests aboard our spacious 66ft traditional wooden boat, complete with sunbeds and plenty of room to …More

Antiparos, Greece

4.9 (159)

Semi-private Day Cruise

Experience a premium boat trip with up to 25 guests aboard our spacious 66ft traditional wooden boat, complete with sunbeds and plenty of room to...

6 hours 45 minutes Free Cancellation

4.9 (159)

from
$218

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

Santorini's original and most popular sailing tour. Experience the beauty of Santorini and the magic of sailing in the Caldera on this small-group sailing tour. …More

Santorini, Greece

4.9 (298)

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

Santorini's original and most popular sailing tour. Experience the beauty of Santorini and the magic of sailing in the Caldera on this small-group sailing tour....

5 hours Hotel pickup offered Free Cancellation

4.9 (298)

from
$218

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

5.0 (20)

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...

9 hours Free Cancellation

5.0 (20)

from
$218

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

4.8 (19)

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...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (19)

from
$218

Full Day Sailing Tour from Athens to Agistri Moni and Aegina

We invite you on a fantastic day out at sea on our modern motor-sailing boat, all along the mesmerizing Saronic Gulf and its main attractions …More

Athens, Greece

5.0 (4)

Full Day Sailing Tour from Athens to Agistri Moni and Aegina

We invite you on a fantastic day out at sea on our modern motor-sailing boat, all along the mesmerizing Saronic Gulf and its main attractions...

11 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$216

Premium Santorini Private Day Tour Elba 45, BBQ, drinks, transfer

Explore the most attractive sights and beaches in Santorini on board the Luxurious Lagoon 450, exclusively for your party. Captain and crew will make this …More

Santorini, Greece

4.9 (45)

Premium Santorini Private Day Tour Elba 45, BBQ, drinks, transfer

Explore the most attractive sights and beaches in Santorini on board the Luxurious Lagoon 450, exclusively for your party. Captain and crew will make this...

5 hours Hotel pickup offered Free Cancellation

4.9 (45)

from
$210

Santorini Oia: Private Sunset Cruise with Fresh Fish BBQ & Drinks

The Sunset Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the …More

Santorini, Greece

5.0 (46)

Santorini Oia: Private Sunset Cruise with Fresh Fish BBQ & Drinks

The Sunset Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the...

6 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$209

Naxos All-inclusive Catamaran Cruise with Swim stops & Lunch

The SHARED Full Day Sailing Cruise on-board a catamaran is an experience not to be missed! Sail with us into crystal blue waters, gorgeous sandy …More

Naxos, Greece

4.9 (402)

Naxos All-inclusive Catamaran Cruise with Swim stops & Lunch

The SHARED Full Day Sailing Cruise on-board a catamaran is an experience not to be missed! Sail with us into crystal blue waters, gorgeous sandy...

7 hours

4.9 (402)

from
$207

Kos: Small-Group Full-Day Catamaran Boat Trip, Meal, Drinks &Swim

Discover the Magic of the Aegean on a Catamaran Day Cruise from Kos! Set sail on a spacious catamaran as we journey from Kos to …More

Kos, Greece

4.9 (98)

Kos: Small-Group Full-Day Catamaran Boat Trip, Meal, Drinks &Swim

Discover the Magic of the Aegean on a Catamaran Day Cruise from Kos! Set sail on a spacious catamaran as we journey from Kos to...

7 hours Free Cancellation

4.9 (98)

from
$205

One Full Day of True Sailing to South Naxos & Koufonisi SY AGERAS

We sail from Piso Livadi towards South Naxos by 09:00, hoisting our sails & adjusting our course according to the prevailing winds we enjoy a …More

Paros, Greece

5.0 (8)

One Full Day of True Sailing to South Naxos & Koufonisi SY AGERAS

We sail from Piso Livadi towards South Naxos by 09:00, hoisting our sails & adjusting our course according to the prevailing winds we enjoy a...

10 hours Free Cancellation

5.0 (8)

from
$205

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

5.0 (243)

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...

5 hours Free Cancellation

5.0 (243)

from
$204

Spend a day on our catamaran yacht sailing around Naxos. You will get the chance to visit the most famous landmarks in Naxos and swim/snorkel …More

Naxos, Greece

4.9 (29)

Full Day Yacht Tour in Catamaran Naxos Greece

Spend a day on our catamaran yacht sailing around Naxos. You will get the chance to visit the most famous landmarks in Naxos and swim/snorkel...

7 hours Free Cancellation

4.9 (29)

from
$195

South Paros Antiparos Despotiko Faragas Beach Sailboat SY AGERAS

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

Paros, Greece

4.9 (9)

South Paros Antiparos Despotiko Faragas Beach Sailboat SY AGERAS

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

8 hours Free Cancellation

4.9 (9)

from
$195

DISCOVER - Iraklia, Schinoussa & Naxos (Shared max 10 People)

You will feel the smell of the Aegean Sea and breeze, and enjoy the relaxing beauty of the small Cyclades. During your full-day sailing trip, …More

Paros, Greece

4.7 (25)

DISCOVER - Iraklia, Schinoussa & Naxos (Shared max 10 People)

You will feel the smell of the Aegean Sea and breeze, and enjoy the relaxing beauty of the small Cyclades. During your full-day sailing trip,...

10 hours Free Cancellation

4.7 (25)

from
$193

Full day cruise Aigina|Moni|Agkistri with traditional Greek feast

This is a unique way to sail from Athens around the islands of the Saronic Gulf! Enjoy the beautiful views from our unique Greek made …More

Athens, Greece

5.0 (4)

Full day cruise Aigina|Moni|Agkistri with traditional Greek feast

This is a unique way to sail from Athens around the islands of the Saronic Gulf! Enjoy the beautiful views from our unique Greek made...

1 day 12 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$193

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

4.9 (102)

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...

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

4.9 (197)

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...

6 hours Free Cancellation

4.9 (197)

from
$189

Sailboat Full Day Tour in Kleftiko and Blue Lagoon with Lunch

Make this day unique, forget about any distraction while onboard. Enjoy a genuine adventure that will remain unforgettable. Take some stunning photos and videos that …More

Milos, Greece

5.0 (55)

Sailboat Full Day Tour in Kleftiko and Blue Lagoon with Lunch

Make this day unique, forget about any distraction while onboard. Enjoy a genuine adventure that will remain unforgettable. Take some stunning photos and videos that...

9 hours Free Cancellation

5.0 (55)

from
$189

Catamaran Sunset Semi Private and Greek Gastronomy in Athens

Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable adventure that combines traditional meals, breathtaking scenery, amazing …More

Athens, Greece

4.9 (66)

Catamaran Sunset Semi Private and Greek Gastronomy in Athens

Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable adventure that combines traditional meals, breathtaking scenery, amazing...

5 hours Free Cancellation

4.9 (66)

from
$188