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 →

Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun …More

4.8 (83)

Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun...

3 hours 30 minutes Free Cancellation

4.8 (83)

from
$91

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Enjoy a perfect sailing Sunset tour in the magnificent island of Santorini on board our catamaran. The catamaran sails to the most amazing sights of …More

Santorini, Greece

4.6 (1,021)

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Enjoy a perfect sailing Sunset tour in the magnificent island of Santorini on board our catamaran. The catamaran sails to the most amazing sights of...

5 hours Hotel pickup offered Free Cancellation

4.6 (1,021)

from
$90

Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

Enjoy a perfect sailing 5-hour tour from the magnificent island of Santorini onboard the catamaran, sailing to the most amazing sights of Santorini such as …More

Santorini, Greece

4.8 (585)

Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

Enjoy a perfect sailing 5-hour tour from the magnificent island of Santorini onboard the catamaran, sailing to the most amazing sights of Santorini such as...

5 hours Hotel pickup offered Free Cancellation

4.8 (585)

from
$90

All-Inclusive Swimming Cruise: Anthony Quinn, Traganou & Kalithea

Experience the ultimate day of sun, sea, and Greek hospitality. This is our most popular tour for a reason: it combines the three most iconic …More

Rhodes, Greece

4.9 (246)

All-Inclusive Swimming Cruise: Anthony Quinn, Traganou & Kalithea

Experience the ultimate day of sun, sea, and Greek hospitality. This is our most popular tour for a reason: it combines the three most iconic...

6 hours Hotel pickup offered Free Cancellation

4.9 (246)

from
$88

Chania Sunset Catamaran Cruise from Souda Port

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And …More

5.0 (14)

Chania Sunset Catamaran Cruise from Souda Port

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And...

3 hours 30 minutes Free Cancellation

5.0 (14)

from
$86

3 Hours Private Sunset Tour in Greece with Free Drinks & Snacks

Close your eyes and create an image of setting sail towards the horizon with a glass of wine on hand, watching the sun dipping into …More

Mykonos, Greece

3.0 (2)

3 Hours Private Sunset Tour in Greece with Free Drinks & Snacks

Close your eyes and create an image of setting sail towards the horizon with a glass of wine on hand, watching the sun dipping into...

3 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$86

Sailing Trip to Dia Island - All Inclusive

Join a small-group sailing adventure from Heraklion to the beautiful, unspoiled Dia Island. With a maximum of 10 guests on board, you’ll enjoy a relaxed, …More

Heraklion, Greece

4.9 (118)

Sailing Trip to Dia Island - All Inclusive

Join a small-group sailing adventure from Heraklion to the beautiful, unspoiled Dia Island. With a maximum of 10 guests on board, you’ll enjoy a relaxed,...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (118)

from
$86

Shared Day Cruise to Little Venice & Agios Stefanos

Enjoy a most memorable cruise of the most popular highlights of Mykonos, Little Venice and Agios Stefanos. …More

Mykonos, Greece

5.0 (1)

Shared Day Cruise to Little Venice & Agios Stefanos

Enjoy a most memorable cruise of the most popular highlights of Mykonos, Little Venice and Agios Stefanos....

5 hours 30 minutes Free Cancellation

5.0 (1)

from
$80

Full/Half Day Small Group Boat Trip with Food and Drinks

Experience sailing with the wind on this semi-private trip limited to 13 people but aiming for no more than 10 each time. After leaving Lindos …More

Rhodes, Greece

4.9 (92)

Full/Half Day Small Group Boat Trip with Food and Drinks

Experience sailing with the wind on this semi-private trip limited to 13 people but aiming for no more than 10 each time. After leaving Lindos...

5 hours 30 minutes Free Cancellation

4.9 (92)

from
$80

5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing

Discover west Sithonia islets and Porto Carras seclude coves. Swimming the crystal clear lagoon water under the Mediterranean forest and sailing the afternoon sea breeze, …More

Halkidiki, Greece

4.8 (23)

5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing

Discover west Sithonia islets and Porto Carras seclude coves. Swimming the crystal clear lagoon water under the Mediterranean forest and sailing the afternoon sea breeze,...

5 hours Free Cancellation

4.8 (23)

from
$79

Rhodes Day Cruise (with lunch & unlimited drinks) 5,5 Hours

We sail from Marina Mandraki (port) at 10:00am. Enjoy travelling with our traditional wooden boat to one of the most impressive beaches of Rhodes, the …More

Rhodes, Greece

4.8 (482)

Rhodes Day Cruise (with lunch & unlimited drinks) 5,5 Hours

We sail from Marina Mandraki (port) at 10:00am. Enjoy travelling with our traditional wooden boat to one of the most impressive beaches of Rhodes, the...

5 hours 30 minutes Free Cancellation

4.8 (482)

from
$75

Sun & Sea 6 Hour All Inclusive Swimming Cruise with Greek BBQ & Unlimited Drinks

Our Sun & Sea Cruise is designed for those holiday makers looking for a chilled cruise and a true taste of first class Greek Hospitality. …More

Rhodes, Greece

4.8 (618)

Sun & Sea 6 Hour All Inclusive Swimming Cruise with Greek BBQ & Unlimited Drinks

Our Sun & Sea Cruise is designed for those holiday makers looking for a chilled cruise and a true taste of first class Greek Hospitality....

6 hours Free Cancellation

4.8 (618)

from
$74

A Boat Trip to the Pirate Caves & Blue Lagoon

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very …More

Paros, Greece

4.9 (86)

A Boat Trip to the Pirate Caves & Blue Lagoon

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very...

3 hours 30 minutes Free Cancellation

4.9 (86)

from
$74

TURTLE SPOTTING, TURTLE ISLAND, KERI CAVES. Zakynthos Island..

This tour is perfect for anyone who loves wildlife and adventure. You'll hop on our special glass-bottom boat and cruise along Laganas Bay, where you'll …More

Zakynthos, Greece

4.3 (4)

TURTLE SPOTTING, TURTLE ISLAND, KERI CAVES. Zakynthos Island..

This tour is perfect for anyone who loves wildlife and adventure. You'll hop on our special glass-bottom boat and cruise along Laganas Bay, where you'll...

3 hours Hotel pickup offered Free Cancellation

4.3 (4)

from
$74

Catamaran Cruises Rhodes - 6 Hours Day Cruise ALL INCLUSIVE

**Live the Catamaran experience in Rhodes** We offer our clients the comfort and pleasure of luxury cruises around the beautiful island of Rhodes, creating an …More

Rhodes, Greece

4.7 (231)

Catamaran Cruises Rhodes - 6 Hours Day Cruise ALL INCLUSIVE

**Live the Catamaran experience in Rhodes** We offer our clients the comfort and pleasure of luxury cruises around the beautiful island of Rhodes, creating an...

6 hours Free Cancellation

4.7 (231)

from
$69

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

Mykonos, Greece

5.0 (13)

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...

6 hours Free Cancellation

5.0 (13)

from
$69

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

4.9 (27)

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...

5 hours 30 minutes Free Cancellation

4.9 (27)

from
$68

Daily cruises to Dia Island with All -Inclusive Meal and drinks

Experience a Unique Sailing Adventure and savor our All-inclusive authentic Mediterranean menu, unlimited fragrant white wine, soft drinks and bottled water. The journey to the …More

Heraklion, Greece

5.0 (38)

Daily cruises to Dia Island with All -Inclusive Meal and drinks

Experience a Unique Sailing Adventure and savor our All-inclusive authentic Mediterranean menu, unlimited fragrant white wine, soft drinks and bottled water. The journey to the...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (38)

from
$68