Windstar Cruises | Cruising Transformed – All-In Package including Unlimited Beverage Package, WiFi Package PLUS Pre-Paid Gratuities for $99 PP/PD! | Avoya Travel

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Windstar Cruises Featured Promotion

Cruising Transformed – All-In Package including Unlimited Beverage Package, WiFi Package PLUS Pre-Paid Gratuities for $99 PP/PD!

Cruising Transformed – All-In Package including Unlimited Beverage Package, WiFi Package PLUS Pre-Paid Gratuities for $99 PP/PD!

Windstar Cruises Featured Promotion

Cruising Transformed – All-In Package including Unlimited Beverage Package, WiFi Package PLUS Pre-Paid Gratuities for $99 PP/PD!

Book ANY Windstar Cruises sailing with Avoya Travel and upgrade your sailing to receive an Unlimited Beverage Package, WiFi Package PLUS Pre-Paid Gratuities for $99 per person, per day!

View Terms and Conditions

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Showing 401-425 of 815 results

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Meet Natalie Thompson, one of Avoya's trusted travel advisors.

Our team has helped more than 2.5 million travelers save time, save money, and book their perfect vacation.

Choose your adventure and let us handle the rest.

Your dedicated Personal Travel Advisor is here to help you plan the vacation of your dreams. From finding the best price to answering every question, we are with you every step of the way at no extra cost.

Help Me Plan

14-night usa and canada cruise

$5,250

Windstar Cruises – Star Pride

4.5 (95)

5 Star

64%

4 Star

26%

3 Star

7%

2 Star

1%

1 Star

1%

Date:

Sep 27, 2027

Ports:

Montreal → Tadoussac → Saguenay → Sail The Seine River → Cap-aux-meules Island → St. Pierre & Miquelon → Saint John's → St. Anthony → Red Bay → Bonne Bay / Woody Point → Havre-saint-pierre → Quebec City → Montreal

Montreal → Tadoussac → Saguenay → Sail The Seine River → Cap-aux-meules Island → St. Pierre & Miquelon → Saint John's → St. Anthony → Red Bay → Bonne Bay / Woody Point → Havre-saint-pierre → Quebec City → Montreal

Departs Sep 27, 2027 from Montreal, Quebec, Canada

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,250

Top Picks Rank: 6

25-night usa and canada cruise

$10,065

Windstar Cruises – Star Pride

4.5 (95)

5 Star

64%

4 Star

26%

3 Star

7%

2 Star

1%

1 Star

1%

Date:

Sep 27, 2027

Ports:

Montreal → Tadoussac → Saguenay → Sail The Seine River → Cap-aux-meules Island → St. Pierre & Miquelon → Saint John's → St. Anthony → Red Bay → Bonne Bay / Woody Point → Havre-saint-pierre → Quebec City → Gaspe → Sydney → Halifax → Bar Harbor → Portland → Boston

Montreal → Tadoussac → Saguenay → Sail The Seine River → Cap-aux-meules Island → St. Pierre & Miquelon → Saint John's → St. Anthony → Red Bay → Bonne Bay / Woody Point → Havre-saint-pierre → Quebec City → Gaspe → Sydney → Halifax → Bar Harbor → Portland → Boston

Departs Sep 27, 2027 from Montreal, Quebec, Canada

Up to 2 deals including an Avoya Exclusive

Oceanview From

$10,065

Top Picks Rank: 6

7-night mediterranean cruise

$3,618

Windstar Cruises – Wind Spirit

4.8 (100)

5 Star

85%

4 Star

9%

3 Star

4%

2 Star

1%

1 Star

1%

Date:

Sep 28, 2027 View Other Dates

Ports:

Dubrovnik → Monopoli → Korcula → Pomena → Sibenik → Opatija → Porec → Piran → Venice

Departs Sep 28, 2027 from Dubrovnik, Croatia

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,618

Top Picks Rank: 6

16-night mediterranean cruise

$6,445

Windstar Cruises – Wind Spirit

4.8 (100)

5 Star

85%

4 Star

9%

3 Star

4%

2 Star

1%

1 Star

1%

Date:

Sep 28, 2027

Ports:

Dubrovnik → Monopoli → Korcula → Pomena → Sibenik → Opatija → Porec → Piran → Venice → Rovinj → Split → Kotor → Messina → Sorrento → Rome (Civitavecchia)

Dubrovnik → Monopoli → Korcula → Pomena → Sibenik → Opatija → Porec → Piran → Venice → Rovinj → Split → Kotor → Messina → Sorrento → Rome (Civitavecchia)

Departs Sep 28, 2027 from Dubrovnik, Croatia

Up to 2 deals including an Avoya Exclusive

Oceanview From

$6,445

Top Picks Rank: 6

7-night mediterranean cruise

$5,758

Windstar Cruises – Wind Surf

4.7 (148)

5 Star

78%

4 Star

12%

3 Star

7%

2 Star

1%

1 Star

1%

Date:

Sep 30, 2027 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Nafplio → Athens

Departs Sep 30, 2027 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,758

Top Picks Rank: 6

8-night mediterranean cruise

$5,412

Windstar Cruises – Star Explorer

Date:

Oct 01, 2027 View Other Dates

Ports:

Venice → Rovinj → Split → Dubrovnik → Kotor → Giardini Di Naxos → Sorrento → Rome (Civitavecchia)

Departs Oct 01, 2027 from Venice, Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,412

Top Picks Rank: 6

8-night mediterranean cruise

$4,483

Windstar Cruises – Star Legend

4.5 (86)

5 Star

73%

4 Star

9%

3 Star

10%

2 Star

3%

1 Star

3%

Date:

Oct 02, 2027 View Other Dates

Ports:

Piraeus (Athens) → Delphi → Corinth Canal → Santorini → Bodrum → Kusadasi → Mykonos → Myrina (Lemnos) → Istanbul

Departs Oct 02, 2027 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,483

Top Picks Rank: 6

11-night south pacific cruise

$5,116

Windstar Cruises – Star Breeze

4.7 (84)

5 Star

77%

4 Star

17%

3 Star

5%

2 Star

0%

1 Star

1%

Date:

Oct 03, 2027 View Other Dates

Ports:

Papeete (Tahiti) → Fakarava → Omoa → Atuona → Nuku Hiva → Rangiroa → Bora Bora → Papeete

Departs Oct 03, 2027 from Papeete (Tahiti), French Polynesia

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,116

Top Picks Rank: 6

18-night south pacific cruise

$6,732

Windstar Cruises – Star Breeze

4.7 (84)

5 Star

77%

4 Star

17%

3 Star

5%

2 Star

0%

1 Star

1%

Date:

Oct 03, 2027 View Other Dates

Ports:

Papeete (Tahiti) → Fakarava → Omoa → Atuona → Nuku Hiva → Rangiroa → Bora Bora → Raiatea → Tahaa → Huahine → Moorea → Papeete

Papeete (Tahiti) → Fakarava → Omoa → Atuona → Nuku Hiva → Rangiroa → Bora Bora → Raiatea → Tahaa → Huahine → Moorea → Papeete

Departs Oct 03, 2027 from Papeete (Tahiti), French Polynesia

Up to 2 deals including an Avoya Exclusive

Oceanview From

$6,732

Top Picks Rank: 6

7-night south pacific cruise

$3,532

Windstar Cruises – Wind Star

4.6 (89)

5 Star

79%

4 Star

13%

3 Star

1%

2 Star

4%

1 Star

2%

Date:

Oct 04, 2027 View Other Dates

Ports:

Papeete (Tahiti) → Morning Sailing → Raiatea → Tahaa → Bora Bora → Huahine → Moorea → Papeete

Departs Oct 04, 2027 from Papeete (Tahiti), French Polynesia

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,532

Top Picks Rank: 6

9-night mediterranean cruise

$4,426

Windstar Cruises – Wind Spirit

4.8 (100)

5 Star

85%

4 Star

9%

3 Star

4%

2 Star

1%

1 Star

1%

Date:

Oct 05, 2027 View Other Dates

Ports:

Venice → Rovinj → Split → Dubrovnik → Kotor → Messina → Sorrento → Rome (Civitavecchia)

Departs Oct 05, 2027 from Venice, Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,426

Top Picks Rank: 6

10-night asia cruise

$8,014

Windstar Cruises – Star Seeker

Date:

Oct 05, 2027

Ports:

Tokyo (Yokohama) → Shimizu → Kagoshima → Nagasaki → Busan → Karatsu → Hiroshima → Tamano → Tomonoura → Kobe

Departs Oct 05, 2027 from Tokyo (Yokohama), Japan

Up to 2 deals including an Avoya Exclusive

Oceanview From

$8,014

Top Picks Rank: 6

7-night mediterranean cruise

$5,758

Windstar Cruises – Wind Surf

4.7 (148)

5 Star

78%

4 Star

12%

3 Star

7%

2 Star

1%

1 Star

1%

Date:

Oct 07, 2027 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Nafplio → Athens

Departs Oct 07, 2027 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,758

Top Picks Rank: 6

8-night mediterranean cruise

$5,212

Windstar Cruises – Star Explorer

Date:

Oct 09, 2027

Ports:

Rome (Civitavecchia) → Sorrento → Giardini Di Naxos → Dubrovnik → Kotor → Split → Rovinj → Venice

Departs Oct 09, 2027 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,212

Top Picks Rank: 6

8-night mediterranean cruise

$4,883

Windstar Cruises – Star Legend

4.5 (86)

5 Star

73%

4 Star

9%

3 Star

10%

2 Star

3%

1 Star

3%

Date:

Oct 10, 2027 View Other Dates

Ports:

Istanbul → Myrina (Lemnos) → Mykonos → Kusadasi → Bodrum → Santorini → Delphi → Corinth Canal → Piraeus (Athens)

Departs Oct 10, 2027 from Istanbul, Turkey

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,883

Top Picks Rank: 6

16-night mediterranean cruise

$7,912

Windstar Cruises – Star Legend

4.5 (86)

5 Star

73%

4 Star

9%

3 Star

10%

2 Star

3%

1 Star

3%

Date:

Oct 10, 2027

Ports:

Istanbul → Myrina (Lemnos) → Mykonos → Kusadasi → Bodrum → Santorini → Delphi → Corinth Canal → Piraeus (Athens) → Galaxidi (Delphi) → Fiskardo → Gallipoli → Tarragona → Giardini Di Naxos → Reggio Calabria → Sorrento → Rome (Civitavecchia)

Istanbul → Myrina (Lemnos) → Mykonos → Kusadasi → Bodrum → Santorini → Delphi → Corinth Canal → Piraeus (Athens) → Galaxidi (Delphi) → Fiskardo → Gallipoli → Tarragona → Giardini Di Naxos → Reggio Calabria → Sorrento → Rome (Civitavecchia)

Departs Oct 10, 2027 from Istanbul, Turkey

Up to 2 deals including an Avoya Exclusive

Oceanview From

$7,912

Top Picks Rank: 6

11-night usa and canada cruise

$4,771

Windstar Cruises – Star Pride

4.5 (95)

5 Star

64%

4 Star

26%

3 Star

7%

2 Star

1%

1 Star

1%

Date:

Oct 11, 2027

Ports:

Montreal → Quebec City → Gaspe → Sydney → Halifax → Bar Harbor → Portland → Boston

Departs Oct 11, 2027 from Montreal, Quebec, Canada

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,771

Top Picks Rank: 6

21-night usa and canada cruise

$7,122

Windstar Cruises – Star Pride

4.5 (95)

5 Star

64%

4 Star

26%

3 Star

7%

2 Star

1%

1 Star

1%

Date:

Oct 11, 2027

Ports:

Montreal → Quebec City → Gaspe → Sydney → Halifax → Bar Harbor → Portland → Boston → Hamilton → Saint George's → Saint Barthelemy (Gustavia) → Virgin Gorda → San Juan

Montreal → Quebec City → Gaspe → Sydney → Halifax → Bar Harbor → Portland → Boston → Hamilton → Saint George's → Saint Barthelemy (Gustavia) → Virgin Gorda → San Juan

Departs Oct 11, 2027 from Montreal, Quebec, Canada

Up to 2 deals including an Avoya Exclusive

Oceanview From

$7,122

Top Picks Rank: 6

7-night south pacific cruise

$3,315

Windstar Cruises – Star Breeze

4.7 (84)

5 Star

77%

4 Star

17%

3 Star

5%

2 Star

0%

1 Star

1%

Date:

Oct 14, 2027 View Other Dates

Ports:

Papeete (Tahiti) → Raiatea → Tahaa → Bora Bora → Huahine → Moorea → Papeete

Departs Oct 14, 2027 from Papeete (Tahiti), French Polynesia

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,315

Top Picks Rank: 6

7-night mediterranean cruise

$5,524

Windstar Cruises – Wind Surf

4.7 (148)

5 Star

78%

4 Star

12%

3 Star

7%

2 Star

1%

1 Star

1%

Date:

Oct 14, 2027

Ports:

Piraeus (Athens) → Monemvasia → Gythion → Messina → Sorrento → Rome (Civitavecchia)

Departs Oct 14, 2027 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,524

Top Picks Rank: 6

14-night mediterranean cruise

$7,266

Windstar Cruises – Wind Surf

4.7 (148)

5 Star

78%

4 Star

12%

3 Star

7%

2 Star

1%

1 Star

1%

Date:

Oct 14, 2027

Ports:

Piraeus (Athens) → Monemvasia → Gythion → Messina → Sorrento → Rome (Civitavecchia) → Portoferraio → Portofino → Monte Carlo → Cannes → Marseille → Collioure → Barcelona

Piraeus (Athens) → Monemvasia → Gythion → Messina → Sorrento → Rome (Civitavecchia) → Portoferraio → Portofino → Monte Carlo → Cannes → Marseille → Collioure → Barcelona

Departs Oct 14, 2027 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$7,266

Top Picks Rank: 6

10-night asia cruise

$7,414

Windstar Cruises – Star Seeker

Date:

Oct 15, 2027

Ports:

Kobe → Takamatsu → Tomonoura → Hiroshima → Karatsu → Busan → Nagasaki → Kagoshima → Shimizu → Tokyo (Yokohama)

Departs Oct 15, 2027 from Kobe, Japan

Up to 2 deals including an Avoya Exclusive

Oceanview From

$7,414

Top Picks Rank: 6

8-night mediterranean cruise

$5,012

Windstar Cruises – Star Explorer

Date:

Oct 17, 2027 View Other Dates

Ports:

Venice → Rovinj → Split → Dubrovnik → Kotor → Giardini Di Naxos → Sorrento → Rome (Civitavecchia)

Departs Oct 17, 2027 from Venice, Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,012

Top Picks Rank: 6

8-night mediterranean cruise

$3,928

Windstar Cruises – Star Legend

4.5 (86)

5 Star

73%

4 Star

9%

3 Star

10%

2 Star

3%

1 Star

3%

Date:

Oct 18, 2027

Ports:

Piraeus (Athens) → Corinth Canal → Galaxidi (Delphi) → Fiskardo → Gallipoli → Tarragona → Giardini Di Naxos → Reggio Calabria → Sorrento → Rome (Civitavecchia)

Piraeus (Athens) → Corinth Canal → Galaxidi (Delphi) → Fiskardo → Gallipoli → Tarragona → Giardini Di Naxos → Reggio Calabria → Sorrento → Rome (Civitavecchia)

Departs Oct 18, 2027 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,928

Top Picks Rank: 6

18-night mediterranean cruise

$7,461

Windstar Cruises – Star Legend

4.5 (86)

5 Star

73%

4 Star

9%

3 Star

10%

2 Star

3%

1 Star

3%

Date:

Oct 18, 2027

Ports:

Piraeus (Athens) → Corinth Canal → Galaxidi (Delphi) → Fiskardo → Gallipoli → Tarragona → Giardini Di Naxos → Reggio Calabria → Sorrento → Rome (Civitavecchia) → Lipari Island → Palermo → Trapani → Valletta → Porto Empedocle → Syracuse → Transit Straits Of Messina

Piraeus (Athens) → Corinth Canal → Galaxidi (Delphi) → Fiskardo → Gallipoli → Tarragona → Giardini Di Naxos → Reggio Calabria → Sorrento → Rome (Civitavecchia) → Lipari Island → Palermo → Trapani → Valletta → Porto Empedocle → Syracuse → Transit Straits Of Messina

Departs Oct 18, 2027 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$7,461

Top Picks Rank: 6

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Terms and Conditions

Book ANY Windstar Cruises sailing with Avoya Travel and upgrade your sailing to receive an Unlimited Beverage Package, WiFi Package PLUS Pre-Paid Gratuities for $99 per person, per day!

Offer applicable to new bookings only and is combinable with select offers. Please contact an Avoya Travel Windstar Cruises Specialist to see what other offers may be combined with your desired sail date.
All-In Package includes an Unlimited Beverage Package, WiFi Package, and Pre-Paid Gratuities for an upcharge of $99 per person, per day, is in U.S. dollars, applies to all guests in a cabin who choose to upgrade, and applies to select sailings only.
Unlimited Beverage Package provides for a Captain’s Exclusive Beverage Package and includes unlimited house and select brands of domestic and imported beer, a variety of wine and sparkling wine by the glass, spirits, cordials, aperitifs, and mini bar beverages.
WiFi Package applies to select sailings only, is subject to availability, and can be accessed in most public areas and cabins, except on ocean crossings when Internet is unavailable.
Pre-Paid Gratuities are per person, cruise only, based on the amounts suggested by Windstar Cruises guidelines, include accommodation and beverage package gratuities, apply to select sailings only, and vary by sailing.
Offer is capacity controlled and subject to change or removal at any time without notice.
Deposit must be made within the booking window for offer to apply.
Select pricing may not be combinable with this promotion.
Prices listed are in U.S. dollars and are cruise only, per person, based on double occupancy, and subject to availability at time of booking.
Additional restrictions may apply, please call an Avoya Travel Windstar Cruises Specialist for more information.
Hurry, this is a limited time offer!
Prior to booking, we strongly recommend reviewing both the U.S. State Department and U.S. Centers For Disease Control travel advisories. The State Department and Centers for Disease Control provide valuable, up-to-date information on safety and health conditions, visa requirements, and other important factors that may affect your trip.

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