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An aerial shot of the historic walled island city of Trogir, Croatia, showing its red-roofed buildings, marina filled with yachts, and a medieval fortress surrounded by blue water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

18-night Star Collector: Culture & Charms Of Italy & Croatia Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Siracusa
Gozo
Valletta
Porto Empedocle
+11 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Sep 27, 2026

1 Sailing

Sep 27, 2026

Published prices from

$8,636

per person*

taxes & fees included

A beautiful landscape of the iconic Azure Window, a natural rock archway in Gozo, Malta, with powerful blue waves crashing below the massive cliffs.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Sicilian Splendors Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Siracusa
Gozo
Valletta
Porto Empedocle
+5 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Sep 27, 2026

1 Sailing

Sep 27, 2026

Published prices from

$5,338

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

10-night Vatican & Croatian Coastlines Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+4 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 5, 2026

1 Sailing

Oct 5, 2026

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

12-night Lake Como & Adriatic Romance Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+6 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 7, 2026

1 Sailing

Oct 7, 2026

An aerial view of the historic town of Rovinj, Croatia, with its colorful buildings and the bell tower of St. Euphemia's Church dominating the skyline, all perched on a peninsula jutting into the Adriatic Sea.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

8-night Classic Italy & Dalmatian Coast Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+4 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 7, 2026

1 Sailing

Oct 7, 2026

Published prices from

$3,728

per person*

taxes & fees included

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

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

13-night Lake Como & Adriatic Romance Cruise/Land Package From Milan, Italy

Milan
Lake Como
Bellagio
Venice
Rovinj
+7 more

Aboard

Wind Surf

From

Milan, Italy

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

$2,902

per person*

taxes & fees included

Gondolas on a canal in Venice.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

12-night Vatican & Croatian Coastlines Cruise/Land Package From Venice, Italy

Venice
Rovinj
Split
Dubrovnik
Kotor
+4 more

Aboard

Wind Surf

From

Venice, Italy

1 Sailing

Oct 15, 2026

1 Sailing

Oct 15, 2026

Plaza Espana in Barcelona, showcasing unique architectural design and vibrant surroundings.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

23-night Star Collector: Riviera Rhapsody Cruise From Venice, Italy

Venice
Rovinj
Split
Dubrovnik
Kotor
+16 more

Aboard

Wind Surf

From

Venice, Italy

1 Sailing

Oct 15, 2026

1 Sailing

Oct 15, 2026

Published prices from

$12,798

per person*

taxes & fees included

Gondolas on a canal in Venice.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

15-night Star Collector: Italian Trio Cruise From Venice, Italy

Venice
Rovinj
Split
Dubrovnik
Kotor
+9 more

Aboard

Wind Surf

From

Venice, Italy

1 Sailing

Oct 15, 2026

1 Sailing

Oct 15, 2026

Published prices from

$5,561

per person*

taxes & fees included

Gondolas on a canal in Venice.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Classic Italy & Dalmatian Coast Cruise From Venice, Italy

Venice
Rovinj
Split
Dubrovnik
Kotor
+4 more

Aboard

Wind Surf

From

Venice, Italy

1 Sailing

Oct 15, 2026

1 Sailing

Oct 15, 2026

Published prices from

$3,950

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

$5,386

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

$2,797

per person*

taxes & fees included

A panoramic view of the historic waterfront buildings and promenade in Taranto, Italy, with a bustling port and calm, blue water. The buildings have multiple balconies and an ancient, tall stone foundation.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

15-night Star Collector: Riviera Nights, Aegean Sunsets Via The Corinth Canal Cruise From Barcelona, Spain

Barcelona
Nice
Genoa
Florence/Pisa (Livorno)
Rome (Civitavecchia)
+9 more

Aboard

Star Legend

From

Barcelona, Spain

1 Sailing

Mar 25, 2027

1 Sailing

Mar 25, 2027

Published prices from

$5,603

per person*

taxes & fees included

A panoramic sunset view from the ancient Greek Theatre of Taormina in Sicily, Italy, overlooking the city of Giardini Naxos, with Mount Etna in the background under a beautiful orange and pink sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

16-night Star Collector: Wonders Of Southern Italy, Greece & Türkiye Via The Corinth Canal Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Reggio Calabria
Taormina (Giardini Naxos)
Taranto
+13 more

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

2 Sailings

Apr 1, 2027 - Aug 26, 2028

2 Sailings

Apr 1, 2027 - Aug 26, 2028

Published prices from

$7,553

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Moments In Southern Italy & Greece Via The Corinth Canal Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Reggio Calabria
Taormina (Giardini Naxos)
Taranto
+5 more

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

2 Sailings

Apr 1, 2027 - Aug 26, 2028

2 Sailings

Apr 1, 2027 - Aug 26, 2028

Published prices from

$3,589

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

10-night Vatican & Croatian Coastlines Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+4 more

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

6 Sailings

Apr 10, 2027 - Oct 11, 2028

6 Sailings

Apr 10, 2027 - Oct 11, 2028

Published prices from

$7,212

per person*

taxes & fees included

A stone lion statue in the foreground with the beautiful city of Perast and the Bay of Kotor in Montenegro in the background, featuring red-roofed buildings and a church steeple by the water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

11-night Lake Como & Adriatic Romance Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+6 more

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

5 Sailings

Apr 12, 2027 - Oct 13, 2028

5 Sailings

Apr 12, 2027 - Oct 13, 2028

A panoramic sunset view from the ancient Greek Theatre of Taormina in Sicily, Italy, overlooking the city of Giardini Naxos, with Mount Etna in the background under a beautiful orange and pink sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Classic Italy & Dalmatian Coast Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+4 more

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

6 Sailings

Apr 12, 2027 - Oct 13, 2028

6 Sailings

Apr 12, 2027 - Oct 13, 2028

Published prices from

$5,312

per person*

taxes & fees included

A panoramic sunset view from the ancient Greek Theatre of Taormina in Sicily, Italy, overlooking the city of Giardini Naxos, with Mount Etna in the background under a beautiful orange and pink sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

11-night Lake Como & Adriatic Romance Cruise/Land Package From Lake Como, Italy

Lake Como
Venice
Rovinj
Split
Dubrovnik
+5 more

Aboard

Star Explorer

From

Lake Como, Italy

6 Sailings

Apr 17, 2027 - Oct 18, 2028

6 Sailings

Apr 17, 2027 - Oct 18, 2028

Published prices from

$9,512

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

$5,093

per person*

taxes & fees included

A panoramic sunset view from the ancient Greek Theatre of Taormina in Sicily, Italy, overlooking the city of Giardini Naxos, with Mount Etna in the background under a beautiful orange and pink sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Vatican & Croatian Coastlines Cruise/Land Package From Venice, Italy

Venice
Rovinj
Split
Dubrovnik
Kotor
+4 more

Aboard

Star Explorer

From

Venice, Italy

6 Sailings

Apr 20, 2027 - Oct 21, 2028

6 Sailings

Apr 20, 2027 - Oct 21, 2028

Published prices from

$6,353

per person*

taxes & fees included

A stone lion statue in the foreground with the beautiful city of Perast and the Bay of Kotor in Montenegro in the background, featuring red-roofed buildings and a church steeple by the water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Classic Italy & Dalmatian Coast Cruise From Venice, Italy

Venice
Rovinj
Split
Dubrovnik
Kotor
+4 more

Aboard

Star Explorer

From

Venice, Italy

6 Sailings

Apr 20, 2027 - Oct 21, 2028

6 Sailings

Apr 20, 2027 - Oct 21, 2028

Published prices from

$5,453

per person*

taxes & fees included

    • Showing results 1 - 24 of 71

*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.