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63 Results

Taxes and fees included in all prices shown

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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

$10,761

per person*

taxes & fees included

The iconic Library of Celsus in the ancient city of Ephesus, Turkey, with its magnificent, two-story facade and marble columns standing against a backdrop of cypress trees and green hills.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

70-night Star Collector: Grand Mediterranean And Latin America Adventure Cruise From Istanbul, Turkey

Istanbul
Myrina
Mykonos
Kusadasi (Ephesus)
Bodrum
+43 more

Aboard

Star Legend

From

Istanbul, Turkey

1 Sailing

Oct 19, 2026

1 Sailing

Oct 19, 2026

Published prices from

$25,588

per person*

taxes & fees included

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

17-night Star Collector: Romance Of The West Med Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Portoferraio
Bastia
Calvi
Mahon
+9 more

Aboard

Wind Star

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

Published prices from

$7,338

per person*

taxes & fees included

BelƩm 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

$6,956

per person*

taxes & fees included

A historic fortress, the Castle of La Calahorra, stands on a hilltop overlooking a town with white-washed houses below, under a blue sky with scattered clouds in AlmerĆ­a, Spain.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

12-night Spanish Symphony & Madrid Medley Cruise/Land Package From Madrid, Spain

Madrid
Segovia
Barcelona
Palma de Mallorca
Cartagena (Spain)
+6 more

Aboard

Wind Surf

From

Madrid, Spain

1 Sailing

Oct 26, 2026

1 Sailing

Oct 26, 2026

A low-angle shot of the magnificent Palacio Consistorial, the town hall of Cartagena, Spain, showcasing its ornate, white marble facade and domed rooftops against a blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

14-night Next Stop Madrid: Spanish Treasures Cruise/Land Package From Madrid, Spain

Madrid
Segovia
Barcelona
Barcelona (Tarragona)
Palma de Mallorca
+6 more

Aboard

Wind Spirit

From

Madrid, Spain

1 Sailing

Oct 26, 2026

1 Sailing

Oct 26, 2026

Plaza Mayor in Madrid, Spain.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

14-night Next Stop Madrid: Spanish Treasures Cruise/Land Package From Madrid, Spain

Madrid
Segovia
Barcelona
Barcelona (Tarragona)
Palma de Mallorca
+6 more

Aboard

Wind Star

From

Madrid, Spain

1 Sailing

Oct 27, 2026

1 Sailing

Oct 27, 2026

BelƩm Tower on Tagus River.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

12-night Portuguese Passages & Spanish Shorelines Cruise/Land Package From Barcelona, Spain

Barcelona
Palma de Mallorca
Cartagena (Spain)
Almeria
Malaga
+9 more

Aboard

Wind Surf

From

Barcelona, Spain

2 Sailings

Oct 30, 2026 - Oct 28, 2028

2 Sailings

Oct 30, 2026 - Oct 28, 2028

Published prices from

$7,864

per person*

taxes & fees included

Roman Amphitheatre of Tarragona by the sea.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

18-night Star Collector Cruise: Southern Spain & Canary Islands From Barcelona, Spain

Barcelona
Barcelona (Tarragona)
Palma de Mallorca
Valencia
Cartagena (Spain)
+9 more

Aboard

Wind Spirit

From

Barcelona, Spain

1 Sailing

Oct 30, 2026

1 Sailing

Oct 30, 2026

Published prices from

$9,664

per person*

taxes & fees included

A low-angle shot of the magnificent Palacio Consistorial, the town hall of Cartagena, Spain, showcasing its ornate, white marble facade and domed rooftops against a blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Spanish Symphony Cruise From Barcelona, Spain

Barcelona
Palma de Mallorca
Cartagena (Spain)
Almeria
Malaga
+4 more

Aboard

Wind Surf

From

Barcelona, Spain

3 Sailings

Oct 30, 2026 - Oct 28, 2028

3 Sailings

Oct 30, 2026 - Oct 28, 2028

Published prices from

$3,424

per person*

taxes & fees included

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

10-night Treasures Of Southern Spain & Morocco Cruise From Barcelona, Spain

Barcelona
Barcelona (Tarragona)
Palma de Mallorca
Valencia
Cartagena (Spain)
+4 more

Aboard

Wind Spirit

From

Barcelona, Spain

1 Sailing

Oct 30, 2026

1 Sailing

Oct 30, 2026

Published prices from

$6,730

per person*

taxes & fees included

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

24-night Star Collector: Classic Crossing To Spain & More Cruise From Barcelona, Spain

Barcelona
Barcelona (Tarragona)
Palma de Mallorca
Valencia
Cartagena (Spain)
+5 more

Aboard

Wind Star

From

Barcelona, Spain

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

Published prices from

$7,622

per person*

taxes & fees included

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

10-night Treasures Of Southern Spain & Morocco Cruise From Barcelona, Spain

Barcelona
Barcelona (Tarragona)
Palma de Mallorca
Valencia
Cartagena (Spain)
+4 more

Aboard

Wind Star

From

Barcelona, Spain

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

Published prices from

$4,780

per person*

taxes & fees included

A striking low-angle shot of a classic Art Nouveau building, the EstaciĆ³n del Norte train station in Valencia, Spain, featuring intricate carvings and a blue-tiled dome against a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

9-night Star Explorer Inaugural Voyage From Barcelona, Spain

Barcelona
Valencia
Cartagena (Spain)
Gibraltar
Malaga
+2 more

Aboard

Star Explorer

From

Barcelona, Spain

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 2026

Published prices from

$3,758

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

13-night Madrid & Southern Spain Winter Escapes Cruise/Land Package From Madrid, Spain

Madrid
Barcelona
Valencia
Cartagena (Spain)
Gibraltar
+3 more

Aboard

Star Explorer

From

Madrid, Spain

2 Sailings

Jan 2 - Feb 10, 2027

2 Sailings

Jan 2 - Feb 10, 2027

Published prices from

$8,058

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

24-night Star Collector Cruise: Winter Mediterranean Adventure From Barcelona, Spain

Barcelona
Valencia
Cartagena (Spain)
Gibraltar
Malaga
+11 more

Aboard

Star Explorer

From

Barcelona, Spain

1 Sailing

Jan 6, 2027

1 Sailing

Jan 6, 2027

Published prices from

$9,130

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 Barcelona, Spain

Barcelona
Valencia
Cartagena (Spain)
Gibraltar
Malaga
+6 more

Aboard

Star Explorer

From

Barcelona, Spain

2 Sailings

Jan 6 - Feb 23, 2027

2 Sailings

Jan 6 - Feb 23, 2027

Published prices from

$5,692

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

9-night Southern Spain Winter Escapes Cruise From Barcelona, Spain

Barcelona
Valencia
Cartagena (Spain)
Gibraltar
Malaga
+2 more

Aboard

Star Explorer

From

Barcelona, Spain

5 Sailings

Jan 6, 2027 - Jan 13, 2028

5 Sailings

Jan 6, 2027 - Jan 13, 2028

Published prices from

$3,249

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

24-night Star Collector Cruise: Winter Mediterranean Adventure From Venice, Italy

Venice
Zadar
Dubrovnik
Strait of Messina
Naples
+11 more

Aboard

Star Explorer

From

Venice, Italy

1 Sailing

Jan 30, 2027

1 Sailing

Jan 30, 2027

Published prices from

$8,770

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

$5,852

per person*

taxes & fees included

A scenic view of the iconic Plaza de EspaƱa in Seville, Spain, featuring its grand arcade of arches and columns, a main building with a clock tower, and a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

23-night Star Collector Cruise: Spanish Shores Transatlantic Crossing From Bridgetown, Barbados

Bridgetown (Barbados)
Funchal (Madeira)
Porto Santo
Casablanca
Lisbon
+8 more

Aboard

Star Legend

From

Bridgetown, Barbados

1 Sailing

Mar 2, 2027

1 Sailing

Mar 2, 2027

Published prices from

$5,392

per person*

taxes & fees included

A panoramic view of the colorful city of Coimbra, Portugal, with its historic buildings and university perched on a hill, overlooking the Mondego River and a bridge.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

12-night Portuguese Passages & Spanish Shorelines Cruise/Land Package From Lisbon, Portugal

Lisbon
Fatima
Porto (Oporto)
Oporto (Leixoes)
Douro Valley
+11 more

Aboard

Star Legend

From

Lisbon, Portugal

2 Sailings

Mar 13 - Jun 12, 2027

2 Sailings

Mar 13 - Jun 12, 2027

Published prices from

$5,800

per person*

taxes & fees included

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

8-night Treasures Of Southern Spain & Morocco Cruise From Malaga, Spain

Malaga
Tangier
Cartagena (Spain)
Valencia
Palma de Mallorca
+3 more

Aboard

Wind Spirit

From

Malaga, Spain

2 Sailings

Mar 14, 2027 - Mar 18, 2028

2 Sailings

Mar 14, 2027 - Mar 18, 2028

Published prices from

$3,738

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

15-night Star Collector: Iberian Soul & Italian Style Cruise From Malaga, Spain

Malaga
Tangier
Cartagena (Spain)
Valencia
Palma de Mallorca
+7 more

Aboard

Wind Spirit

From

Malaga, Spain

1 Sailing

Mar 14, 2027

1 Sailing

Mar 14, 2027

Published prices from

$5,819

per person*

taxes & fees included

A scenic view of the iconic Plaza de EspaƱa in Seville, Spain, featuring its grand arcade of arches and columns, a main building with a clock tower, and a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

15-night Star Collector: Iberian Charm, Italian Elegance & Riviera Nights Cruise From Lisbon, Portugal

Lisbon
Seville (Cadiz)
Gibraltar
Malaga
Almeria
+8 more

Aboard

Star Legend

From

Lisbon, Portugal

1 Sailing

Mar 17, 2027

1 Sailing

Mar 17, 2027

Published prices from

$5,358

per person*

taxes & fees included

    • Showing results 1 - 24 of 63

*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.