Greece Sailing Trips

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
$366
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
$176
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
$102
Mykonos Catamaran Sunset Cruise with Meal, Drinks & Transfer

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches …More

Mykonos, Greece

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches...

4 hours Hotel pickup offered Free Cancellation
4.9 (127)
from
$142
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
$125
Private sailing cruise to Delos & Rhenia with Lunch & Transfer

Our first stop is an hour away, the renowned Big Delos island. While there, you will have the opportunity to visit one of the most …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Our first stop is an hour away, the renowned Big Delos island. While there, you will have the opportunity to visit one of the most...

6 hours Hotel pickup offered Free Cancellation
5.0 (12)
from
$2,227
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
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
All inclusive Private Cruise: Delos &Rhenia island

A full day of fun, culture and culinary discovery. Spend a perfect day out on the sea combining a relaxing sailing cruise, swimming and sunbathing …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

A full day of fun, culture and culinary discovery. Spend a perfect day out on the sea combining a relaxing sailing cruise, swimming and sunbathing...

6 hours Free Cancellation
5.0 (13)
from
$69
From Athens: Hydra, Poros, and Aegina Day Cruise with Lunch

Join our full-day cruise from Athens and discover three of the most famous and beautiful islands of the Saronic Gulf! Visit the cosmopolitan Hydra island …More

Athens, Greece

Join our full-day cruise from Athens and discover three of the most famous and beautiful islands of the Saronic Gulf! Visit the cosmopolitan Hydra island...

11 hours Hotel pickup offered Free Cancellation
4.0 (424)
from
$150
Mount Athos Sightseeing Luxury Cruise with Glassbottom

Eirinikos Glassbottom is the one and only Glassbottom vessel of the area. It is a 5 years old ship and provides luxurious services to its …More

Halkidiki, Greece

Eirinikos Glassbottom is the one and only Glassbottom vessel of the area. It is a 5 years old ship and provides luxurious services to its...

3 hours Free Cancellation
4.7 (26)
from
$29
Corfu Benitses Cruise Tour to Blue Lagoon

Join us for an intimate and exclusive journey aboard our traditional wooden boat, tailored to offer an unmatched experience of the Ionian Sea's serene beauty. …More

Corfu, Greece

Join us for an intimate and exclusive journey aboard our traditional wooden boat, tailored to offer an unmatched experience of the Ionian Sea's serene beauty....

7 hours 30 minutes Free Cancellation
5.0 (19)
from
$148

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