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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

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

$6,658

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

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

Rome (Civitavecchia)
Portoferraio
Bastia
Calvi
Mahon
+3 more

Aboard

Wind Star

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

Published prices from

$2,833

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

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

$5,461

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

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

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

A stunning nighttime view of Hiroshima Castle in Japan, brightly lit and surrounded by a moat reflecting the castle and the modern city skyline in the background.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

10-night Grand Japan Cruise From Tokyo, Japan

Tokyo
Shimizu
Shingu
Kagoshima
Hashima Island (Gunkanjima)
+7 more

Aboard

Star Seeker

From

Tokyo, Japan

16 Sailings

Oct 26, 2026 - May 5, 2029

16 Sailings

Oct 26, 2026 - May 5, 2029

Published prices from

$4,415

per person*

taxes & fees included

A stunning nighttime view of Hiroshima Castle in Japan, brightly lit and surrounded by a moat reflecting the castle and the modern city skyline in the background.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

12-night Kyoto & The Zen Of Japan Cruise/Land Package From Tokyo, Japan

Tokyo
Shimizu
Shingu
Kagoshima
Hashima Island (Gunkanjima)
+7 more

Aboard

Star Seeker

From

Tokyo, Japan

15 Sailings

Oct 26, 2026 - May 5, 2029

15 Sailings

Oct 26, 2026 - May 5, 2029

Published prices from

$6,715

per person*

taxes & fees included

A picturesque, unpaved road lined with traditional dry-stone walls and vibrant pink bougainvillea flowers blooming against a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

41-night Star Collector: Grand Asia Explorer Cruise From Tokyo, Japan

Tokyo
Shimizu
Shingu
Kagoshima
Hashima Island (Gunkanjima)
+27 more

Aboard

Star Seeker

From

Tokyo, Japan

3 Sailings

Oct 26, 2026 - Nov 11, 2028

3 Sailings

Oct 26, 2026 - Nov 11, 2028

Published prices from

$19,260

per person*

taxes & fees included

Sunrise over Haeundae Beach, Busan, South Korea.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

30-night Star Collector: Japan & Vietnam In-Depth Cruise From Tokyo, Japan

Tokyo
Shimizu
Shingu
Kagoshima
Hashima Island (Gunkanjima)
+19 more

Aboard

Star Seeker

From

Tokyo, Japan

3 Sailings

Oct 26, 2026 - Nov 11, 2028

3 Sailings

Oct 26, 2026 - Nov 11, 2028

Published prices from

$13,966

per person*

taxes & fees included

A striking view of the active Sakurajima volcano and its peaks, rising behind a foreground of green trees, in the bay of Kagoshima, Japan.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

20-night Star Collector: Island Jewels Of Japan Cruise From Tokyo, Japan

Tokyo
Shimizu
Shingu
Kagoshima
Hashima Island (Gunkanjima)
+13 more

Aboard

Star Seeker

From

Tokyo, Japan

3 Sailings

Oct 26, 2026 - Nov 11, 2028

3 Sailings

Oct 26, 2026 - Nov 11, 2028

Published prices from

$9,370

per person*

taxes & fees included

A picturesque view of a brick lighthouse perched on the lush, green cliffs of Maroe Bay, Huahine, with the ocean and a blue sky in the background.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

9-night Dreams Of Tahiti Cruise/Land Package From Papeete, Tahiti, French Polynesia

Papeete
Raiatea
Taha'a
Bora Bora
Huahine

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

31 Sailings

Oct 27, 2026 - Dec 26, 2028

31 Sailings

Oct 27, 2026 - Dec 26, 2028

Published prices from

$5,669

per person*

taxes & fees included

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

The ancient Greek ruins of Delphi, Greece, featuring a large column fragment in the foreground with a dramatic mountain and valley backdrop.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night A Piece Of Greece, A Slice Of Sicily & The Corinth Canal Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Corinth Canal
Delphi
Corfu
Cephalonia (Argostoli)
+5 more

Aboard

Star Legend

From

Piraeus (Athens), Greece

1 Sailing

Oct 27, 2026

1 Sailing

Oct 27, 2026

Published prices from

$4,280

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

11-night Gems Of The Leeward Islands Cruise From San Juan, Puerto Rico

San Juan
Cruz Bay
Gustavia
Basseterre
Falmouth Harbour
+6 more

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Oct 28, 2026

1 Sailing

Oct 28, 2026

Published prices from

$4,296

per person*

taxes & fees included

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

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

$8,674

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

$3,764

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

$4,230

per person*

taxes & fees included

Belém 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

$7,382

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

$4,080

per person*

taxes & fees included

A picturesque, unpaved road lined with traditional dry-stone walls and vibrant pink bougainvillea flowers blooming against a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

12-night Kyoto & East Asia Dreams Cruise/Land Package From Osaka, Japan

Osaka
Amami Oshima (Naze)
Okinawa (Naha)
Ishigaki
Taipei (Keelung)
+3 more

Aboard

Star Seeker

From

Osaka, Japan

2 Sailings

Nov 3, 2026 - Nov 19, 2028

2 Sailings

Nov 3, 2026 - Nov 19, 2028

Published prices from

$8,055

per person*

taxes & fees included

A scenic view of the white sand beach and lush palm trees of Mystery Island, Aneityum, with calm, turquoise water under a clear blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

23-night Star Collector Cruise: Spanish Mystery & Atlantic Crossing From Barcelona, Spain

Barcelona
Mystery Island (Aneityum)
Malaga
Tangier
Casablanca
+3 more

Aboard

Star Legend

From

Barcelona, Spain

1 Sailing

Nov 4, 2026

1 Sailing

Nov 4, 2026

Published prices from

$7,012

per person*

taxes & fees included

A scenic view of Forte de São João Baptista, a fortress built on a rocky islet in the Berlengas Archipelago, connected by a stone causeway over turquoise water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night 2026 Spanish Mystery Cruise From Barcelona, Spain

Barcelona
Mystery Port
Malaga

Aboard

Star Legend

From

Barcelona, Spain

1 Sailing

Nov 4, 2026

1 Sailing

Nov 4, 2026

Published prices from

$2,982

per person*

taxes & fees included

    • Showing results 1 - 24 of 256

*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.