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573 Results

Taxes and fees included in all prices shown

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Overwater bungalows in Tahiti, French Polynesia.
Windstar

10-night Golden Days In Bora Bora Cruise/Land Package From Papeete, Tahiti, French Polynesia

Papeete
Bora Bora
Moorea
Raiatea
Motu Mahaea

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

5 Sailings

Sep 28 - Dec 7, 2026

5 Sailings

Sep 28 - Dec 7, 2026

Microlimano harbor in Piraeus, Greece at sunset.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

10-night Delphi & Meteora: Grecian Treasures Cruise/Land Package From Athens, Greece

Athens
Delphi
Meteora
Athens (Piraeus)
Nafplion (Nauplia)
+5 more

Aboard

Wind Spirit

From

Athens, Greece

1 Sailing

Sep 28, 2026

1 Sailing

Sep 28, 2026

A scenic view of Moorea, French Polynesia, with turquoise lagoons, a row of luxurious overwater bungalows, lush palm trees along the coast, and a distant island under a stunning blue sky.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

10-night Final Rose & Overwater Bungalows Cruise/Land Package From Papeete, Tahiti, French Polynesia

Papeete
Moorea
Raiatea
Motu Mahaea
Bora Bora

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

4 Sailings

Sep 28 - Dec 7, 2026

4 Sailings

Sep 28 - Dec 7, 2026

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

34 Sailings

Sep 29, 2026 - Dec 26, 2028

34 Sailings

Sep 29, 2026 - Dec 26, 2028

Published prices from

$5,576

per person*

taxes & fees included

A beautiful daytime view of the iconic windmills of Mykonos, Greece, with their white-washed walls and thatched roofs against a vivid blue sky.
Windstar

10-night Delphi and Meteora: Grecian Treasures Cruise/Land Package From Piraeus (Athens), Greece

Athens (Piraeus)
Delphi
Meteora
Mykonos
Kusadasi (Ephesus)
+4 more

Aboard

Wind Star

From

Piraeus (Athens), Greece

2 Sailings

Sep 30 - Oct 7, 2026

2 Sailings

Sep 30 - Oct 7, 2026

A traditional windmill with a pointed roof and wooden blades on a hill overlooking the white buildings of Patmos, Greece, with the historic Monastery of Saint John in the distance.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

7-night Treasures Of The Greek Isles Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Nafplion (Nauplia)
Mykonos
Kusadasi (Ephesus)
Patmos
+2 more

Aboard

Wind Spirit

From

Piraeus (Athens), Greece

2 Sailings

Oct 1 - Oct 8, 2026

2 Sailings

Oct 1 - Oct 8, 2026

Published prices from

$5,363

per person*

taxes & fees included

A breathtaking landscape of Raiatea Island, French Polynesia, showcasing lush, green volcanic mountains covered in tropical foliage descending into a tranquil turquoise lagoon.
Windstar

10-night Overwater Bungalow & Tahitian Paradises Cruise/Land Package From Papeete, Tahiti, French Polynesia

Papeete
Moorea
Raiatea
Taha'a
Bora Bora

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

7 Sailings

Oct 1 - Dec 10, 2026

7 Sailings

Oct 1 - Dec 10, 2026

Overwater bungalows in Tahiti, French Polynesia.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Dreams Of Tahiti Cruise From Papeete, Tahiti, French Polynesia

Papeete
Moorea
Raiatea
Motu Mahaea
Bora Bora

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

37 Sailings

Oct 1, 2026 - Dec 28, 2028

37 Sailings

Oct 1, 2026 - Dec 28, 2028

Published prices from

$2,606

per person*

taxes & fees included

A beautiful daytime view of the iconic windmills of Mykonos, Greece, with their white-washed walls and thatched roofs against a vivid blue sky.
Windstar

7-night Treasures Of The Greek Isles Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Mykonos
Kusadasi (Ephesus)
Patmos
Santorini
+2 more

Aboard

Wind Star

From

Piraeus (Athens), Greece

2 Sailings

Oct 3 - Oct 10, 2026

2 Sailings

Oct 3 - Oct 10, 2026

Published prices from

$4,138

per person*

taxes & fees included

A daytime shot of the Agios Nikolaos church in Volos, Greece, with its distinctive brickwork and domes standing in a large, open square.
Windstar

8-night Postcards from Northern Greece Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Kusadasi (Ephesus)
Kavala
Thessaloniki
Volos (Meteora)
+2 more

Aboard

Star Legend

From

Piraeus (Athens), Greece

1 Sailing

Oct 3, 2026

1 Sailing

Oct 3, 2026

Published prices from

$4,098

per person*

taxes & fees included

Microlimano harbor in Piraeus, Greece at sunset.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

16-night Star Collector: Eternal Greece Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Kusadasi (Ephesus)
Kavala
Thessaloniki
Volos (Meteora)
+9 more

Aboard

Star Legend

From

Piraeus (Athens), Greece

5 Sailings

Oct 3, 2026 - Sep 19, 2028

5 Sailings

Oct 3, 2026 - Sep 19, 2028

Published prices from

$7,890

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

10-night Vatican & Croatian Coastlines Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+4 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 5, 2026

1 Sailing

Oct 5, 2026

A vibrant red Shinto shrine with an orange roof and a bright green fence, built at the base of a massive, sacred rock, in Shingu, Wakayama, Japan.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Grand Japan Cruise From Yokohama, Japan

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

Aboard

Star Seeker

From

Yokohama, Japan

1 Sailing

Oct 6, 2026

1 Sailing

Oct 6, 2026

Published prices from

$5,588

per person*

taxes & fees included

A beautiful hillside view of the colorful, clifftop houses of Sorrento, Italy, overlooking the brilliant blue Tyrrhenian Sea on a sunny day.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

12-night Lake Como & Adriatic Romance Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+6 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 7, 2026

1 Sailing

Oct 7, 2026

An aerial view of the historic town of Rovinj, Croatia, with its colorful buildings and the bell tower of St. Euphemia's Church dominating the skyline, all perched on a peninsula jutting into the Adriatic Sea.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

8-night Classic Italy & Dalmatian Coast Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)
Sorrento
Taormina (Giardini Naxos)
Kotor
Dubrovnik
+4 more

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 7, 2026

1 Sailing

Oct 7, 2026

Published prices from

$3,776

per person*

taxes & fees included

A beautiful panoramic view of the island of Taha'a, French Polynesia, with lush green hills and a large, puffy white cloud formation reflecting in the calm, deep blue water under a clear blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

14-night Star Collector: Extended Tahiti & Tuamotu Adventures Cruise From Papeete, Tahiti, French Polynesia

Papeete
Moorea
Raiatea
Taha'a
Bora Bora
+4 more

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

8 Sailings

Oct 8, 2026 - Oct 28, 2027

8 Sailings

Oct 8, 2026 - Oct 28, 2027

Published prices from

$4,964

per person*

taxes & fees included

A breathtaking view of the unique, rocky coastline of St. George's, Bermuda, with a tall rock formation rising from the shallow, clear turquoise waters.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

19-night Star Collector: Fall Leaves & Caribbean Breezes Cruise From Montreal, Quebec

Montreal
Quebec City
Gaspe
Cap-aux-Meules
Sydney (Nova Scotia)
+8 more

Aboard

Star Pride

From

Montreal, Quebec

1 Sailing

Oct 9, 2026

1 Sailing

Oct 9, 2026

Published prices from

$6,326

per person*

taxes & fees included

A historic castle fortress illuminated at night, located on a small island surrounded by calm water under a deep blue evening sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

11-night Southeast Canadian Explorations Cruise From Montreal, Quebec

Montreal
Quebec City
Gaspe
Cap-aux-Meules
Sydney (Nova Scotia)
+5 more

Aboard

Star Pride

From

Montreal, Quebec

3 Sailings

Oct 9, 2026 - Oct 9, 2028

3 Sailings

Oct 9, 2026 - Oct 9, 2028

Published prices from

$3,712

per person*

taxes & fees included

Blue Mosque and historic Istanbul skyline with Bosphorus Strait.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

11-night Istanbul Icons & Aegean Artifacts Cruise/Land Package From Piraeus (Athens), Greece

Athens (Piraeus)
Corinth Canal
Delphi
Santorini
Bodrum
+5 more

Aboard

Star Legend

From

Piraeus (Athens), Greece

6 Sailings

Oct 11, 2026 - Sep 27, 2028

6 Sailings

Oct 11, 2026 - Sep 27, 2028

Published prices from

$6,883

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

11-night Cappadocia & Aegean Rhapsody Cruise Tour Via The Corinth Canal Cruise/Land Package From Piraeus (Athens), Greece

Athens (Piraeus)
Corinth Canal
Delphi
Santorini
Bodrum
+6 more

Aboard

Star Legend

From

Piraeus (Athens), Greece

1 Sailing

Oct 11, 2026

1 Sailing

Oct 11, 2026

A dramatic dusk shot of the historic Bodrum Castle, also known as the Castle of St. Peter, illuminated at night, with its reflection visible in the calm waters of the harbor in Turkey.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Aegean Sea Odyssey via the Corinth Canal Cruise From Piraeus (Athens), Greece

Athens (Piraeus)
Corinth Canal
Delphi
Santorini
Bodrum
+5 more

Aboard

Star Legend

From

Piraeus (Athens), Greece

1 Sailing

Oct 11, 2026

1 Sailing

Oct 11, 2026

Published prices from

$4,422

per person*

taxes & fees included

Microlimano harbor in Piraeus, Greece at sunset.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

10-night Enchanting Meteora, Greece, And Amalfi Coast Cruise/Land Package From Piraeus (Athens), Greece

Athens (Piraeus)
Delphi
Meteora
Monemvasia
Gythion
+4 more

Aboard

Wind Spirit

From

Piraeus (Athens), Greece

1 Sailing

Oct 12, 2026

1 Sailing

Oct 12, 2026

A beautiful hillside view of the colorful, clifftop houses of Sorrento, Italy, overlooking the brilliant blue Tyrrhenian Sea on a sunny day.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

13-night Lake Como & Adriatic Romance Cruise/Land Package From Milan, Italy

Milan
Lake Como
Bellagio
Venice
Rovinj
+7 more

Aboard

Wind Surf

From

Milan, Italy

1 Sailing

Oct 12, 2026

1 Sailing

Oct 12, 2026

A panoramic view of the traditional Japanese garden Ritsurin Koen in Takamatsu, Japan, with a curved wooden bridge over a large, calm pond with a small boat and traditional houses nestled in the lush green forest.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

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

Osaka
Kyoto (Kobe)
Nara
Takamatsu
Hiroshima
+9 more

Aboard

Star Seeker

From

Osaka, Japan

14 Sailings

Oct 14, 2026 - May 13, 2029

14 Sailings

Oct 14, 2026 - May 13, 2029

Published prices from

$6,715

per person*

taxes & fees included

Microlimano harbor in Piraeus, Greece at sunset.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Enchanting Meteora, Greece, And Amalfi Coast Cruise/Land Package From Piraeus (Athens), Greece

Athens (Piraeus)
Delphi
Meteora
Monemvasia
Gythion
+5 more

Aboard

Wind Star

From

Piraeus (Athens), Greece

1 Sailing

Oct 14, 2026

1 Sailing

Oct 14, 2026

    • Showing results 1 - 24 of 573

*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.