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A close-up view of traditional, colorful wooden fishing boats called 'pointus' docked in the picturesque harbor of Sanary-sur-Mer, France, under a bright, sunny sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Yachtsman’s Mediterranean Rivieras & Madrid Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Portofino
Monte Carlo
Sanary Sur Mer
Palamos
+3 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Belém Tower on Tagus River.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

13-night Star Collector: Enchantment Of The Western Med Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Portofino
Monte Carlo
Sanary Sur Mer
Palamos
+9 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Published prices from

$5,656

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*+ 2 more offers
TCW EXCLUSIVE
Windstar

5-night Yachtsman's Harbors Of The Rivieras Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Portofino
Monte Carlo
Sanary Sur Mer
Palamos

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Published prices from

$1,922

per person*

taxes & fees included

Dubrovnik Old Town walls from above.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Winter Italy And The Dalmatian Coast Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Naples
Strait of Messina
Dubrovnik
Zadar
+2 more

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

6 Sailings

Jan 22, 2027 - Oct 29, 2028

6 Sailings

Jan 22, 2027 - Oct 29, 2028

Published prices from

$2,909

per person*

taxes & fees included

Promenade des Anglais and beach in Nice.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

11-night Winter Riviera & Madrid Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Florence/Pisa (Livorno)
Genoa
Nice
Barcelona

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

1 Sailing

Feb 7, 2027

1 Sailing

Feb 7, 2027

Published prices from

$7,439

per person*

taxes & fees included

A beautiful image of a narrow, stone-paved street in a medieval Italian village near Livorno, adorned with ivy-covered walls, potted plants, and colorful flowers, giving a feeling of tranquility.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Europe's Winter Riviera Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Florence/Pisa (Livorno)
Genoa
Nice
Barcelona

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

2 Sailings

Feb 7 - Dec 28, 2027

2 Sailings

Feb 7 - Dec 28, 2027

Published prices from

$2,729

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

16-night Star Collector Cruise: Winter In Spain And The Rivieras From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Florence/Pisa (Livorno)
Genoa
Nice
Barcelona
+6 more

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

1 Sailing

Feb 7, 2027

1 Sailing

Feb 7, 2027

Published prices from

$6,332

per person*

taxes & fees included

Dubrovnik Old Town walls from above.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

18-night Star Collector: Adriatic Nights & Venetian Dreams Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Naples
Messina
Dubrovnik
Zadar
+7 more

Aboard

Wind Spirit

From

Civitavecchia, Rome, Italy

1 Sailing

Mar 29, 2027

1 Sailing

Mar 29, 2027

Published prices from

$7,594

per person*

taxes & fees included

Mount Vesuvius overlooking Naples Bay.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Winter Italy And The Dalmatian Coast Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Naples
Messina
Dubrovnik
Zadar
+2 more

Aboard

Wind Spirit

From

Civitavecchia, Rome, Italy

1 Sailing

Mar 29, 2027

1 Sailing

Mar 29, 2027

Published prices from

$4,154

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

$7,873

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

$3,698

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

$5,212

per person*

taxes & fees included

Monte Carlo casino building.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

9-night Vatican & Italian Riviera Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Portoferraio
Portofino
Monte Carlo
Cannes
+3 more

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

1 Sailing

Apr 26, 2027

1 Sailing

Apr 26, 2027

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

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

7-night Yachtsman's Harbors Of The Rivieras Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Portoferraio
Portofino
Monte Carlo
Cannes
+3 more

Aboard

Star Explorer

From

Civitavecchia, Rome, Italy

2 Sailings

Apr 28, 2027 - Apr 22, 2028

2 Sailings

Apr 28, 2027 - Apr 22, 2028

Published prices from

$3,380

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

13-night Star Collector: Sicilian & Corsican Escape Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Stromboli
Lipari
Palermo
Trapani
+8 more

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

1 Sailing

May 19, 2027

1 Sailing

May 19, 2027

Published prices from

$6,411

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

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

Rome (Civitavecchia)
Stromboli
Lipari
Palermo
Trapani
+6 more

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

6 Sailings

May 19, 2027 - Oct 21, 2028

6 Sailings

May 19, 2027 - Oct 21, 2028

Published prices from

$3,633

per person*

taxes & fees included

A scenic view of Portovenere, Italy, showcasing its charming harbor with colorful waterfront houses and a medieval castle on the hill under a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

3-night Quick Getaways: La Dolce Vita In Italy & France Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Portovenere
Bonifacio

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

1 Sailing

May 29, 2027

1 Sailing

May 29, 2027

Published prices from

$1,120

per person*

taxes & fees included

A scenic view of Portovenere, Italy, showcasing its charming harbor with colorful waterfront houses and a medieval castle on the hill under a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Rome & Prix Du Monde Of Monaco Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Bastia
Portovenere
Portofino
Monte Carlo
+2 more

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

1 Sailing

Jun 1, 2027

1 Sailing

Jun 1, 2027

Published prices from

$5,409

per person*

taxes & fees included

Ravenna Cathedral exterior with arches, dome, and bell tower.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

16-night Star Collector: Summering In Southern Italy & Croatia Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Amalfi
Vibo Valentia Marina
Reggio Calabria
Taranto
+11 more

Aboard

Wind Spirit

From

Civitavecchia, Rome, Italy

2 Sailings

Jun 9, 2027 - Jun 15, 2028

2 Sailings

Jun 9, 2027 - Jun 15, 2028

Published prices from

$6,553

per person*

taxes & fees included

A picturesque view of Otranto, Italy, featuring a promenade along the turquoise-blue sea, with white buildings and a sandy beach under a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

9-night Bella Italia – A Southern Italian Romance Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Amalfi
Vibo Valentia Marina
Reggio Calabria
Taranto
+4 more

Aboard

Wind Spirit

From

Civitavecchia, Rome, Italy

2 Sailings

Jun 9 - Aug 7, 2027

2 Sailings

Jun 9 - Aug 7, 2027

Published prices from

$3,946

per person*

taxes & fees included

A high-angle view of a serene beach in Golfo Aranci, Sardinia, showcasing the beautiful turquoise water, a sandy shoreline, and a few historic buildings nestled into the green hills.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

16-night Star Collector: Islands Of A Mediterranean Summer: Scilly, Sardinia, & Corsica Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Stromboli
Lipari
Palermo
Trapani
+11 more

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

1 Sailing

Jul 5, 2027

1 Sailing

Jul 5, 2027

Published prices from

$8,928

per person*

taxes & fees included

    • Showing results 1 - 24 of 70

*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.