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17 Results

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Microlimano harbor in Piraeus, Greece at sunset.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

10-night Enchanting Meteora, Greece, And Amalfi Coast Cruise/Land Package From Piraeus (Athens), Greece

Athens (Piraeus)
Delphi
Meteora
Monemvasia
Gythion
+4 more

Aboard

Wind Spirit

From

Piraeus (Athens), Greece

1 Sailing

Oct 12, 2026

1 Sailing

Oct 12, 2026

Microlimano harbor in Piraeus, Greece at sunset.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Enchanting Meteora, Greece, And Amalfi Coast Cruise/Land Package From Piraeus (Athens), Greece

Athens (Piraeus)
Delphi
Meteora
Monemvasia
Gythion
+5 more

Aboard

Wind Star

From

Piraeus (Athens), Greece

1 Sailing

Oct 14, 2026

1 Sailing

Oct 14, 2026

St. Peter's Basilica, Rome cityscape at sunset.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

7-night Enchanting Greece & The Amalfi Coast Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Monemvasia
Gythion
Strait of Messina
Sorrento
+2 more

Aboard

Wind Spirit

From

Piraeus (Athens), Greece

1 Sailing

Oct 15, 2026

1 Sailing

Oct 15, 2026

Published prices from

$2,934

per person*

taxes & fees included

A beautiful wide shot of the Port of Portoferraio on Elba Island, Italy, showcasing the historic town's terracotta-roofed buildings and fortifications sprawling up the hillside from the blue sea.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

14-night Star Collector: Ancient To Avant-Garde Mediterranean Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Monemvasia
Gythion
Strait of Messina
Sorrento
+9 more

Aboard

Wind Star

From

Piraeus (Athens), Greece

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

Published prices from

$5,452

per person*

taxes & fees included

A beautiful hillside view of the colorful, clifftop houses of Sorrento, Italy, overlooking the brilliant blue Tyrrhenian Sea on a sunny day.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Enchanting Greece & The Amalfi Coast Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Monemvasia
Gythion
Strait of Messina
Sorrento
+3 more

Aboard

Wind Star

From

Piraeus (Athens), Greece

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

Published prices from

$2,829

per person*

taxes & fees included

Microlimano harbor in Piraeus, Greece at sunset.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

15-night Star Collector: Riches Of The Rivieras, Romans, And Greeks Cruise From Barcelona, Spain

Barcelona
Palamos
Collioure
Toulon
Monte Carlo
+10 more

Aboard

Wind Surf

From

Barcelona, Spain

1 Sailing

Apr 19, 2027

1 Sailing

Apr 19, 2027

Published prices from

$4,936

per person*

taxes & fees included

A beautiful hillside view of the colorful, clifftop houses of Sorrento, Italy, overlooking the brilliant blue Tyrrhenian Sea on a sunny day.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

10-night Enchanting Meteora, Greece, And Amalfi Coast Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Messina
Gythion
Monemvasia
+3 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Apr 27, 2027

1 Sailing

Apr 27, 2027

Published prices from

$4,470

per person*

taxes & fees included

A beautiful hillside view of the colorful, clifftop houses of Sorrento, Italy, overlooking the brilliant blue Tyrrhenian Sea on a sunny day.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

7-night Enchanting Greece & The Amalfi Coast Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Messina
Gythion
Monemvasia
+2 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

2 Sailings

Apr 27, 2027 - Apr 18, 2028

2 Sailings

Apr 27, 2027 - Apr 18, 2028

Published prices from

$2,570

per person*

taxes & fees included

The ancient Greek ruins of Delphi, Greece, featuring a large column fragment in the foreground with a dramatic mountain and valley backdrop.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Delphi & Meteora: Grecian Treasures Cruise/Land Package From Athens, Greece

Athens
Delphi
Meteora
Athens (Piraeus)
Mykonos
+5 more

Aboard

Wind Surf

From

Athens, Greece

41 Sailings

May 1, 2027 - Oct 4, 2028

41 Sailings

May 1, 2027 - Oct 4, 2028

Published prices from

$5,728

per person*

taxes & fees included

A beautiful daytime view of the iconic windmills of Mykonos, Greece, with their white-washed walls and thatched roofs against a vivid blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Treasures Of The Greek Isles Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Mykonos
Kusadasi (Ephesus)
Patmos
Santorini
+2 more

Aboard

Wind Surf

From

Piraeus (Athens), Greece

41 Sailings

May 4, 2027 - Oct 7, 2028

41 Sailings

May 4, 2027 - Oct 7, 2028

Published prices from

$3,828

per person*

taxes & fees included

A colorful image of a traditional Greek boat moored in the turquoise water of a fishing village. The village features charming whitewashed houses with brightly painted doors, built at the base of a cliff.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

14-night Star Collector: Greek Classics & Hidden Gems Unveiled Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Ermoupolis Syros
Kusadasi (Ephesus)
Pythagoreion
Naxos
+7 more

Aboard

Wind Surf

From

Piraeus (Athens), Greece

7 Sailings

Jul 6, 2027 - Aug 19, 2028

7 Sailings

Jul 6, 2027 - Aug 19, 2028

Published prices from

$6,619

per person*

taxes & fees included

Microlimano harbor in Piraeus, Greece at sunset.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

9-night Total Solar Eclipse From Greece And Malta Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Monemvasia
Siracusa
Valletta
Gozo
+3 more

Aboard

Wind Surf

From

Piraeus (Athens), Greece

1 Sailing

Jul 27, 2027

1 Sailing

Jul 27, 2027

Published prices from

$11,332

per person*

taxes & fees included

Microlimano harbor in Piraeus, Greece at sunset.
Up to $500 FREE Onboard Credit*
TCW EXCLUSIVE
Windstar

10-night Enchanting Meteora, Greece, And Amalfi Coast Cruise/Land Package From Piraeus (Athens), Greece

Athens (Piraeus)
Meteora
Monemvasia
Gythion
Messina
+3 more

Aboard

Wind Surf

From

Piraeus (Athens), Greece

1 Sailing

Oct 11, 2027

1 Sailing

Oct 11, 2027

Published prices from

$4,515

per person*

taxes & fees included

A beautiful hillside view of the colorful, clifftop houses of Sorrento, Italy, overlooking the brilliant blue Tyrrhenian Sea on a sunny day.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

7-night Enchanting Greece & The Amalfi Coast Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Monemvasia
Gythion
Messina
Sorrento
+2 more

Aboard

Wind Surf

From

Piraeus (Athens), Greece

2 Sailings

Oct 14, 2027 - Oct 14, 2028

2 Sailings

Oct 14, 2027 - Oct 14, 2028

Published prices from

$2,615

per person*

taxes & fees included

A classic view of the picturesque harbor of Portofino, Italy, with its iconic, brightly painted buildings reflected on the shimmering blue water and lush green hills in the background.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

14-night Star Collector: Riches Of The Rivieras, Romans, And Greeks Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Monemvasia
Gythion
Messina
Sorrento
+9 more

Aboard

Wind Surf

From

Piraeus (Athens), Greece

1 Sailing

Oct 14, 2027

1 Sailing

Oct 14, 2027

Published prices from

$4,827

per person*

taxes & fees included

An aerial view of the historic town of Monemvasia, Greece, with its red-roofed buildings nestled on a small peninsula connected to the mainland by a single causeway.
Windstar

14-night Star Collector: Riches Of The Rivieras, Romans, And Greeks Cruise From Barcelona, Spain

Barcelona
Collioure
Toulon
Monte Carlo
Cannes
+9 more

Aboard

Wind Surf

From

Barcelona, Spain

1 Sailing

Apr 11, 2028

1 Sailing

Apr 11, 2028

Published prices from

$6,174

per person*

taxes & fees included

Microlimano harbor in Piraeus, Greece at sunset.
Windstar

14-night Star Collector: Riches Of The Rivieras, Romans & Greeks Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Monemvasia
Gythion
Messina
Sorrento
+9 more

Aboard

Wind Surf

From

Piraeus (Athens), Greece

1 Sailing

Oct 14, 2028

1 Sailing

Oct 14, 2028

Published prices from

$7,907

per person*

taxes & fees included

*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.