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42 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

$5,161

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

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

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 sunlit, narrow street scene in Alcudia, Mallorca, with an arched stone doorway, potted plants, and a rustic wooden bench.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

19-night Star Collector: Spanish Spectacular & Riviera Reveries Cruise From Lisbon, Portugal

Lisbon
Seville (Cadiz)
Gibraltar
Malaga
Almeria
+14 more

Aboard

Star Legend

From

Lisbon, Portugal

1 Sailing

Jun 16, 2027

1 Sailing

Jun 16, 2027

Published prices from

$7,750

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

$4,105

per person*

taxes & fees included

An aerial view of Isola di Stromboli, an active volcano with its summit visible, overlooking a town with a black sand beach and boats in the bay.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

21-night Star Collector: Spectacular Spanish & Italian Coastlines Along The Riviera Cruise From Barcelona, Spain

Barcelona
Mahon
Port Vendres
Palamos
Sanary Sur Mer
+16 more

Aboard

Star Legend

From

Barcelona, Spain

1 Sailing

Jun 24, 2027

1 Sailing

Jun 24, 2027

Published prices from

$8,766

per person*

taxes & fees included

Monte Carlo casino building.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

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

Barcelona
Palamos
Sanary Sur Mer
Monte Carlo
Cannes
+3 more

Aboard

Star Legend

From

Barcelona, Spain

1 Sailing

Jun 28, 2027

1 Sailing

Jun 28, 2027

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

17-night Star Collector: Cruising On The Rivieras Cruise From Barcelona, Spain

Barcelona
Palamos
Sanary Sur Mer
Monte Carlo
Cannes
+13 more

Aboard

Star Legend

From

Barcelona, Spain

1 Sailing

Jun 28, 2027

1 Sailing

Jun 28, 2027

Published prices from

$7,458

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

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

Barcelona
Palamos
Sanary Sur Mer
Monte Carlo
Cannes
+3 more

Aboard

Star Legend

From

Barcelona, Spain

2 Sailings

Jun 28, 2027 - Jun 9, 2028

2 Sailings

Jun 28, 2027 - Jun 9, 2028

Published prices from

$3,022

per person*

taxes & fees included

An aerial panoramic shot of the stunning coast of Palamós, Spain, with a beautiful beach, clear turquoise water, and houses built on the hillside.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

24-night Star Collector: Seaside Sophistication Of Spain And The French & Italian Rivieras Cruise From Bordeaux, France

Bordeaux
San Sebastian (Spain)
Bilbao
Gijon
Vigo
+16 more

Aboard

Star Explorer

From

Bordeaux, France

1 Sailing

Aug 30, 2027

1 Sailing

Aug 30, 2027

Published prices from

$19,398

per person*

taxes & fees included

Plaza Espana in Barcelona, showcasing unique architectural design and vibrant surroundings.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

24-night Star Collector Cruise: Iberian Nights & Adriatic Delights From Lisbon, Portugal

Lisbon
Guadalquivir River
Seville (Cadiz)
Tangier
Cartagena (Spain)
+18 more

Aboard

Star Explorer

From

Lisbon, Portugal

1 Sailing

Sep 7, 2027

1 Sailing

Sep 7, 2027

Published prices from

$22,850

per person*

taxes & fees included

A picturesque view of the historic Cape Spartel Lighthouse on a cliff overlooking the Atlantic Ocean near Tangier, Morocco.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

16-night Star Collector: Wonders Of Andalusia, Provence & Tuscany Cruise From Lisbon, Portugal

Lisbon
Seville (Cadiz)
Tangier
Cartagena (Spain)
Valencia
+10 more

Aboard

Star Explorer

From

Lisbon, Portugal

1 Sailing

Sep 7, 2027

1 Sailing

Sep 7, 2027

Published prices from

$13,184

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

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

Barcelona
Palamos
Port Vendres
Sanary Sur Mer
Monte Carlo
+4 more

Aboard

Star Explorer

From

Barcelona, Spain

1 Sailing

Sep 15, 2027

1 Sailing

Sep 15, 2027

Published prices from

$5,380

per person*

taxes & fees included

Monte Carlo casino building.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

16-night Star Collector: Italian Trio Cruise From Barcelona, Spain

Barcelona
Palamos
Port Vendres
Sanary Sur Mer
Monte Carlo
+12 more

Aboard

Star Explorer

From

Barcelona, Spain

1 Sailing

Sep 15, 2027

1 Sailing

Sep 15, 2027

Published prices from

$14,766

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 Barcelona, Spain

Barcelona
Palamos
Port Vendres
Sanary Sur Mer
Monte Carlo
+4 more

Aboard

Star Explorer

From

Barcelona, Spain

1 Sailing

Sep 15, 2027

1 Sailing

Sep 15, 2027

Published prices from

$7,280

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

$5,034

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.
Up to $500 FREE Onboard Credit*
TCW EXCLUSIVE
Windstar

8-night Mediterranean Island Mosaic Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Portoferraio
Bastia
Calvi
Mahon
+3 more

Aboard

Wind Spirit

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 14, 2027

1 Sailing

Oct 14, 2027

Published prices from

$3,308

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

$6,657

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

$3,129

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

$6,732

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

$8,183

per person*

taxes & fees included

    • Showing results 1 - 24 of 42

*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.