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39 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

$9,496

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

$25,938

per person*

taxes & fees included

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

$5,721

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 Almería, 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

Belém 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

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

$2,984

per person*

taxes & fees included

A striking low-angle shot of a classic Art Nouveau building, the Estación 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

$3,893

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

$8,418

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

$9,250

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

$5,932

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

$9,490

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

A scenic view of the iconic Plaza de España 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

$5,622

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.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

4-night Quick Getaways: Almería, Gibraltar & Tangier Cruise From Malaga, Spain

Malaga
Almeria
Gibraltar
Tangier

Aboard

Wind Spirit

From

Malaga, Spain

1 Sailing

Mar 6, 2027

1 Sailing

Mar 6, 2027

Published prices from

$1,656

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

$6,040

per person*

taxes & fees included

A scenic view of the iconic Plaza de España 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

$5,583

per person*

taxes & fees included

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

8-night Spanish Symphony Cruise From Lisbon, Portugal

Lisbon
Seville (Cadiz)
Gibraltar
Malaga
Almeria
+4 more

Aboard

Star Legend

From

Lisbon, Portugal

4 Sailings

Mar 17, 2027 - Jul 3, 2028

4 Sailings

Mar 17, 2027 - Jul 3, 2028

Published prices from

$3,110

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*+ 1 more offer
TCW EXCLUSIVE
Windstar

23-night Star Collector: Atlantic Interludes & Iberian Indulgences Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)
Funchal (Madeira)
Porto Santo
Lisbon
Seville (Cadiz)
+7 more

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Mar 27, 2027

1 Sailing

Mar 27, 2027

Published prices from

$5,398

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

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

Lisbon
Fatima
Porto (Oporto)
Douro Valley
Coimbra
+10 more

Aboard

Wind Surf

From

Lisbon, Portugal

1 Sailing

Apr 7, 2027

1 Sailing

Apr 7, 2027

Published prices from

$5,508

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 Almería, Spain.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

8-night Spanish Symphony Cruise From Lisbon, Portugal

Lisbon
Seville (Cadiz)
Gibraltar
Malaga
Almeria
+4 more

Aboard

Wind Surf

From

Lisbon, Portugal

2 Sailings

Apr 11, 2027 - Apr 3, 2028

2 Sailings

Apr 11, 2027 - Apr 3, 2028

Published prices from

$3,008

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

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

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

$7,580

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 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

    • Showing results 1 - 24 of 39

*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.