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18 Results

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A panoramic sunset shot of the beautiful harbor in Palma de Mallorca, Spain, with a marina full of boats and buildings on the surrounding hills.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

16-night Star Collector: Enchantment Of The Western Med Cruise From Lisbon, Portugal

Lisbon
Seville (Cadiz)
Gibraltar
Malaga
Almeria
+12 more

Aboard

Wind Surf

From

Lisbon, Portugal

1 Sailing

Apr 11, 2027

1 Sailing

Apr 11, 2027

Published prices from

$5,574

per person*

taxes & fees included

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

10-night Vatican & Italian Riviera Cruise/Land Package From Tarragona, Spain

Barcelona (Tarragona)
Palamos
Collioure
Toulon
Monte Carlo
+5 more

Aboard

Wind Surf

From

Tarragona, Spain

1 Sailing

Apr 19, 2027

1 Sailing

Apr 19, 2027

Published prices from

$4,946

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 wide-angle, twilight shot of the famous La Croisette promenade in Cannes, France, with its luxurious hotels, sandy beaches, and beautiful ocean views lit up at dusk.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Yachtsman's Harbors Of The Rivieras Cruise From Barcelona, Spain

Barcelona
Palamos
Collioure
Toulon
Monte Carlo
+4 more

Aboard

Wind Surf

From

Barcelona, Spain

1 Sailing

Apr 19, 2027

1 Sailing

Apr 19, 2027

Published prices from

$3,046

per person*

taxes & fees included

A high-angle view of the scenic coastline of Vibo Valentia Marina in Calabria, Italy, with cliffs, a marina filled with boats, and a beautiful beach, all against the backdrop of the blue Tyrrhenian Sea.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

16-night Star Collector Cruise: Prix Du Monde Of Monaco: A Mediterranean Circuit From Barcelona, Spain

Barcelona
Collioure
St. Tropez
Nice
Portofino
+10 more

Aboard

Wind Spirit

From

Barcelona, Spain

1 Sailing

Jun 2, 2027

1 Sailing

Jun 2, 2027

Published prices from

$13,232

per person*

taxes & fees included

Promenade des Anglais and beach in Nice.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Race Day & Riviera Charm: Prix Du Monde Of Monaco Cruise From Barcelona, Spain

Barcelona
Collioure
St. Tropez
Nice
Portofino
+2 more

Aboard

Wind Spirit

From

Barcelona, Spain

1 Sailing

Jun 2, 2027

1 Sailing

Jun 2, 2027

Published prices from

$5,440

per person*

taxes & fees included

Alcazaba fortress in Malaga.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

12-night Star Collector Cruise: Moorish Legacies & Island Escapes From Lisbon, Portugal

Lisbon
Seville (Cadiz)
Gibraltar
Malaga
Almeria
+6 more

Aboard

Star Legend

From

Lisbon, Portugal

1 Sailing

Jun 16, 2027

1 Sailing

Jun 16, 2027

Published prices from

$4,474

per person*

taxes & fees included

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

11-night Yachtsman's Dreams Of The Riviera Cruise From Barcelona, Spain

Barcelona
Mahon
Collioure
Palamos
Sanary Sur Mer
+6 more

Aboard

Star Legend

From

Barcelona, Spain

1 Sailing

Jun 24, 2027

1 Sailing

Jun 24, 2027

Published prices from

$4,225

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

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

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

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

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 19, 2027

1 Sailing

Oct 19, 2027

A wide-angle, twilight shot of the famous La Croisette promenade in Cannes, France, with its luxurious hotels, sandy beaches, and beautiful ocean views lit up at dusk.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

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

Rome (Civitavecchia)
Portoferraio
Portofino
Monte Carlo
Cannes
+11 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

2 Sailings

Oct 21, 2027 - Oct 21, 2028

2 Sailings

Oct 21, 2027 - Oct 21, 2028

Published prices from

$5,166

per person*

taxes & fees included

A scenic sunset over the coastal town of Collioure, France, with a prominent church and lighthouse on the right and colorful buildings lining a sandy beach at dusk.
Up to $500 FREE Onboard Credit*+ 1 more offer
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

Wind Surf

From

Civitavecchia, Rome, Italy

2 Sailings

Oct 21, 2027 - Oct 21, 2028

2 Sailings

Oct 21, 2027 - Oct 21, 2028

Published prices from

$2,877

per person*

taxes & fees included

A scenic panoramic shot from the top of the Rock of Gibraltar, overlooking the city, marina, and the Mediterranean Sea under a bright blue sky.
Windstar

15-night Star Collector: Enchantment Of The Western Med Cruise From Lisbon, Portugal

Lisbon
Seville (Cadiz)
Gibraltar
Malaga
Almeria
+11 more

Aboard

Wind Surf

From

Lisbon, Portugal

1 Sailing

Apr 3, 2028

1 Sailing

Apr 3, 2028

Published prices from

$6,666

per person*

taxes & fees included

Plaza Mayor in Madrid, Spain.
Windstar

11-night Yachtsman’s Mediterranean Rivieras & Madrid Cruise/Land Package From Madrid, Spain

Madrid
Barcelona
Collioure
Toulon
Monte Carlo
+4 more

Aboard

Wind Surf

From

Madrid, Spain

1 Sailing

Apr 7, 2028

1 Sailing

Apr 7, 2028

Published prices from

$8,141

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

A scenic sunset over the coastal town of Collioure, France, with a prominent church and lighthouse on the right and colorful buildings lining a sandy beach at dusk.
Windstar

7-night Yachtsman's Harbors Of The Rivieras Cruise From Barcelona, Spain

Barcelona
Collioure
Toulon
Monte Carlo
Cannes
+3 more

Aboard

Wind Surf

From

Barcelona, Spain

1 Sailing

Apr 11, 2028

1 Sailing

Apr 11, 2028

Published prices from

$3,741

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.
Windstar

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

Rome (Civitavecchia)
Portofino
Monte Carlo
St. Tropez
Sanary Sur Mer
+3 more

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

1 Sailing

Jun 1, 2028

1 Sailing

Jun 1, 2028

Published prices from

$9,707

per person*

taxes & fees included

A vibrant waterfront shot of Mahón, Menorca, with boats moored in the harbor and illuminated buildings along the port at dusk.
Windstar

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

Rome (Civitavecchia)
Portoferraio
Portovenere
Portofino
Monte Carlo
+5 more

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

1 Sailing

Jun 16, 2028

1 Sailing

Jun 16, 2028

Published prices from

$3,822

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.