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Top Greece Sailing Trips

Santorini Oia: Small Group Day Cruise w BBQ Fresh Fish & Drinks

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise …More

Santorini, Greece

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise...

4 hours Hotel pickup offered Free Cancellation
5.0 (33)
from
$120
All-Inclusive Full-Day Cruise & Lunch

Enjoy a unique day sailing tour with our NEW amazing ''Hanse 540e Performance'', the Biggest and most Luxury Sailing Yacht in Sporades, Enjoy amazing sailing …More

Skiathos, Greece

Enjoy a unique day sailing tour with our NEW amazing ''Hanse 540e Performance'', the Biggest and most Luxury Sailing Yacht in Sporades, Enjoy amazing sailing...

7 hours Free Cancellation
5.0 (119)
from
$161
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 Boat Trip in Halkidiki, Greece

This is the best tour you can book in the area. We want you to feel that you are hanging out with your Greek friend …More

Halkidiki, Greece

This is the best tour you can book in the area. We want you to feel that you are hanging out with your Greek friend...

7 hours Free Cancellation
5.0 (33)
from
$861
All inclusive cruise Sailing Cruise to Delos&Rhenia beaches

Enjoy Sailing on the yacht in a friendly small group atmosphere. Swim and snorkel in crystal clear waters and indulge on the pristine beaches of …More

Mykonos, Greece

Enjoy Sailing on the yacht in a friendly small group atmosphere. Swim and snorkel in crystal clear waters and indulge on the pristine beaches of...

5 hours 30 minutes Free Cancellation
4.8 (22)
from
$121
From Skopelos: Full-Day Sailing to Alonissos & Marine Park

Family-run sailing experience hosted by brother and sister skippers, offering authentic sailing with raised sails, small groups (max 8 guests), and a relaxed full-day journey …More

Family-run sailing experience hosted by brother and sister skippers, offering authentic sailing with raised sails, small groups (max 8 guests), and a relaxed full-day journey...

8 hours Free Cancellation
5.0 (161)
from
$172
Private Full Day Tour in South Paros Caves Despotiko

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

Paros, Greece

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

8 hours Free Cancellation
5.0 (32)
from
$367
Private Full One-Day Tour Naxos & Heraklia SY AGERAS

Words, pictures or videos are not enough to describe the experience onboard the Yin Yang. From the moment you will first see the yacht until …More

Paros, Greece

Words, pictures or videos are not enough to describe the experience onboard the Yin Yang. From the moment you will first see the yacht until...

8 hours Free Cancellation
5.0 (29)
from
$365
From Heraklion:Small group 5,5h Sunset Sailing trip to Dia Island

Escape the crowded beaches and join us for a lazy day cruise to the island of Dia. You can enjoy a swimming stop in the …More

Escape the crowded beaches and join us for a lazy day cruise to the island of Dia. You can enjoy a swimming stop in the...

5 hours 30 minutes Free Cancellation
4.9 (27)
from
$68
Milos Sunset Catamaran Cruise to Kleftiko Bay with Meal & Drinks

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge, …More

Milos, Greece

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge,...

5 hours 30 minutes Free Cancellation
5.0 (32)
from
$177
Panormo: Luxury Sunset Catamaran Cruise Sushi & Open Bar

With an afternoon cruise, you avoid the peak heat and enjoy the golden glow of late day, ending with a spectacular sunset over the horizon. …More

With an afternoon cruise, you avoid the peak heat and enjoy the golden glow of late day, ending with a spectacular sunset over the horizon....

3 hours 30 minutes Free Cancellation
5.0 (39)
from
$98
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

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
Morning Caldera Sailing Cruise

Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, snorkeling, taking photos, tasting delicious BBQ meals, Greek …More

Santorini, Greece

Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, snorkeling, taking photos, tasting delicious BBQ meals, Greek...

5 hours Hotel pickup offered Free Cancellation
5.0 (36)
from
$144
Island Hopping: Santorini Catamaran Charter Cruise with a skipper

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set …More

Paros, Greece

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set...

7 days
4.9 (123)
from
$8,450
Semi-Private Half Day/Sunset cruise

Choose Your Perfect Half-Day Cruise Experience Enjoy a unique escape on the sea with one of our three half-day cruises Morning Cruise – 09:30 to …More

Paros, Greece

Choose Your Perfect Half-Day Cruise Experience Enjoy a unique escape on the sea with one of our three half-day cruises Morning Cruise – 09:30 to...

3 hours Free Cancellation
4.9 (26)
from
$103
Sunset Cruise Athens Riviera – Half Day Swimming&BBQ onBoard

Step aboard a traditional wooden boat and sail along the breathtaking Athenian Riviera. Enjoy two refreshing swimming stops in crystal-clear waters and savor a fresh …More

Athens, Greece

Step aboard a traditional wooden boat and sail along the breathtaking Athenian Riviera. Enjoy two refreshing swimming stops in crystal-clear waters and savor a fresh...

5 hours Free Cancellation
4.9 (30)
from
$126
Rhodes sea cruises (6 hours pleasure cruise with lunch)

''ALKMINI'' boat is a traditional greek wooden motor and sail boat.Its 20 meter long with 3 main engines.Has two decks,one with shadow and the other …More

Rhodes, Greece

''ALKMINI'' boat is a traditional greek wooden motor and sail boat.Its 20 meter long with 3 main engines.Has two decks,one with shadow and the other...

6 hours Free Cancellation
4.7 (36)
from
$52
Rethymno: Private Catamaran Cruise with Lunch and Drinks

Set sail from Rethymno on a private cruise aboard one of Crete’s most luxurious catamarans. This exclusive experience combines comfort, relaxation, and adventure, beginning with …More

Set sail from Rethymno on a private cruise aboard one of Crete’s most luxurious catamarans. This exclusive experience combines comfort, relaxation, and adventure, beginning with...

6 hours 30 minutes Free Cancellation
4.8 (16)
from
$2,526
Small group,swim in Rhenia,watch the sunset fm LVenice, freetrans

Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice, …More

Mykonos, Greece

Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice,...

4 to 5 hours Hotel pickup offered Free Cancellation
4.6 (28)
from
$155
Santorini - Volcano and Hot springs

Τhis trip is mainly aimed at visitors who don't have much time to spare, ideal for cruise travelers, as the boat tour begins at the …More

Santorini, Greece

Τhis trip is mainly aimed at visitors who don't have much time to spare, ideal for cruise travelers, as the boat tour begins at the...

3 hours Free Cancellation
4.3 (36)
from
$34

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