Top Greece Sailing Trips

Q: What are the best options for Greece Sailing Trips?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Greece Sailing Trips are: Milos Private Half-Day Catamaran Cruise to Kleftiko with Lunch 3-Hour Private Sunset Sailing Experience in Halkidiki Santorini 3 Islands Trip Sailing Wooden Boat Full Day Sailing Tour from Athens to Agistri Moni and Aegina 3-Hour Mykonos Best Beaches Yacht Cruise

Q: What are the best kid-friendly options for Greece Sailing Trips Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Greece Sailing Trips are: Boat Tickets - Day Trip to Nisyros Island Mount Athos Sightseeing Luxury Cruise with Glassbottom Santorini Volcano Hot Springs Santorini - Volcano and Hot springs Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port View all kid-friendly Tours →

Q: Which Greece Sailing Trips have Instant Confirmation?

Greece Sailing Trips with Instant Confirmation include: Boat Tickets - Day Trip to Nisyros Island Mount Athos Sightseeing Luxury Cruise with Glassbottom Santorini Volcano Hot Springs Santorini - Volcano and Hot springs Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port 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: Albanian Adventure Day Trip from Corfu Santorini Volcanic Islands Cruise: Volcano, Hot Springs and Thirassia Santorini Volcanic Islands Cruise: Volcano,Hot Springs,Thirassia and Oia Sunset Black Rose Pirate Boat: 5-Hour Trip from Hersonissos Daily cruises to Dia Island with All -Inclusive Meal and drinks 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 →

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
$1,263

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

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

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
$1,364

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

Mykonos, Greece

4.9 (14)

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...

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

Mykonos, Greece

5.0 (5)

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...

4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$1,370

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 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

5.0 (67)

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,...

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

5.0 (34)

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....

8 hours Free Cancellation

5.0 (34)

from
$1,378

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

5.0 (9)

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...

6 hours Free Cancellation

5.0 (9)

from
$1,433

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

5.0 (7)

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,...

1 to 8 hours Free Cancellation

5.0 (7)

from
$1,419

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

4.9 (115)

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...

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

5.0 (1)

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...

8 days

5.0 (1)

from
$1,492

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

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...

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

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...

5 hours Free Cancellation

from
$1,506

Hersonissos: Private Sunset Catamaran Cruise, Snack & Drinks

Experience the ultimate escape on a private sunset cruise aboard a luxurious sailing catamaran, perfect for couples, families, or friends celebrating special moments. Designed for …More

5.0 (1)

Hersonissos: Private Sunset Catamaran Cruise, Snack & Drinks

Experience the ultimate escape on a private sunset cruise aboard a luxurious sailing catamaran, perfect for couples, families, or friends celebrating special moments. Designed for...

3 hours 30 minutes Free Cancellation

5.0 (1)

from
$1,541

Private Day Trip to the most beautiful beaches of Rhodes on a traditional boat

Is it your dream to visit the most beautiful beaches of Rhodes, to enjoy the picturesque bays, to discover the Aegean Sea while snorkeling & …More

Rhodes, Greece

3.7 (3)

Private Day Trip to the most beautiful beaches of Rhodes on a traditional boat

Is it your dream to visit the most beautiful beaches of Rhodes, to enjoy the picturesque bays, to discover the Aegean Sea while snorkeling &...

7 hours

3.7 (3)

from
$1,589

DREAM - Antiparos, Blue Lagoon & Despotiko (Private max 10 Pax)

Experience a beautiful sailing day around the Small Cyclades & Naxos. We sail all the way to our destination, stopping at various breathtaking locations and …More

Paros, Greece

DREAM - Antiparos, Blue Lagoon & Despotiko (Private max 10 Pax)

Experience a beautiful sailing day around the Small Cyclades & Naxos. We sail all the way to our destination, stopping at various breathtaking locations and...

9 hours Free Cancellation

from
$1,589

Athens Riviera Full-Day Sailing Cruise with Lunch & Wine

Limited Summer Offer: enjoy 8 hours for the price of 6 on selected dates. Welcome aboard Sofia Star 1 for a private sailing cruise along …More

Athens, Greece

5.0 (5)

Athens Riviera Full-Day Sailing Cruise with Lunch & Wine

Limited Summer Offer: enjoy 8 hours for the price of 6 on selected dates. Welcome aboard Sofia Star 1 for a private sailing cruise along...

8 hours Free Cancellation

5.0 (5)

from
$1,665

Private Half Day Morning Cruise of Milos and Kleftiko

This private sailing cruise offers a premium, all-inclusive experience on a modern sailing yacht exclusively for you. With a dedicated captain and hostess on board, …More

Milos, Greece

5.0 (8)

Private Half Day Morning Cruise of Milos and Kleftiko

This private sailing cruise offers a premium, all-inclusive experience on a modern sailing yacht exclusively for you. With a dedicated captain and hostess on board,...

6 hours 30 minutes Free Cancellation

5.0 (8)

from
$1,703