No Avoya Fees on Cruises or Tours. Book, change, or cancel without paying any Avoya fees. Plus, our Low Price Guarantee!No Avoya Fees on Cruises or Tours.
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No Avoya Fees on Cruises or Tours. Book, change, or cancel without paying any Avoya fees. Plus, our Low Price Guarantee!No Avoya Fees on Cruises or Tours.
Click Here!
Yacht Club Past Guest Rewards – Save up to 10%, up to $100 Free Onboard Credit, Private Cocktail Reception PLUS More!
Book with Avoya Travel as a member of Windstar’s Yacht Club to receive Past Guest Rewards that may include Savings up to 10% per person, up to $100 Free Onboard Credit, a Private Cocktail Reception PLUS More!Check out our cruise only prices below and contact an Avoya Travel Windstar Cruises Specialist to see how much Savings and FREE Perks your desired sail date qualifies for!
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60 YEARS OF EXPLORATION: Celebrate 60 years in travel by taking advantage of our best offer yet!
Book by November 23 to receive $75-$4,500 Instant Avoya Cash on any sailing through May 2026 on top of all other deals. Call
1-888-447-8459
now!
Saint Maarten (Phillipsburg), Netherlands Antilles
San Jose, Costa Rica
San Juan, Puerto Rico
Santa Cruz de Tenerife, Spain
Seattle, Washington
Tokyo (Yokohama), Japan
Vancouver, BC, Canada
Venice, Italy
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Almeria, Spain
Amsterdam, Netherlands
Anchorage, Alaska
Balboa, Panama
Barcelona, Spain
Bergen, Norway
Bordeaux, France
Boston, Massachusetts
Bridgetown, Barbados
Colon, Panama
Copenhagen, Denmark
Cozumel, Mexico
Dublin, Ireland
Istanbul, Turkey
Juneau, Alaska
Lima (Callao), Peru
Lisbon, Portugal
London (Dover), United Kingdom
Malaga, Spain
Miami, Florida
Montreal, Quebec, Canada
New York City, New York
Oranjestad, Aruba
Osaka, Japan
Papeete (Tahiti), French Polynesia
Piraeus (Athens), Greece
Puerto Caldera (Puntarenas), Costa Rica
Puerto Vallarta, Mexico
Reykjavik, Iceland
Rome (Civitavecchia), Italy
Rouen, France
Saint Maarten (Phillipsburg), Netherlands Antilles
San Juan, Puerto Rico
Santa Cruz de Tenerife, Spain
Seattle, Washington
Tokyo (Yokohama), Japan
Vancouver, BC, Canada
Venice, Italy
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Destination
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Cruise Ship
Windstar Cruises
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Trip Length
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Roundtrip
7-Night Caribbean Cruise
$3,099
Windstar Cruises –
Star Seeker
Date:
Feb 20, 2026
Ports:
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg) → Saint Barthelemy (Gustavia) → Jost Van Dyke → Virgin Gorda → San Juan
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg) → Saint Barthelemy (Gustavia) → Jost Van Dyke → Virgin Gorda → San Juan
Departs
Feb 20, 2026
from
Rome (Civitavecchia), Italy
Up to 2 deals
including an Avoya Exclusive
From
$4,699
Top Picks Rank:
8
Roundtrip
14-Night Caribbean Cruise
$5,199
Windstar Cruises –
Star Seeker
Date:
Feb 20, 2026
Ports:
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg) → Saint Barthelemy (Gustavia) → Jost Van Dyke → Virgin Gorda → Isle De Saintes → Saint Lucia (Soufriere) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → San Juan
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg) → Saint Barthelemy (Gustavia) → Jost Van Dyke → Virgin Gorda → Isle De Saintes → Saint Lucia (Soufriere) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → San Juan
Saint Maarten (Phillipsburg) → San Jose → Road Bay → Soper's Hole → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg)
Saint Maarten (Phillipsburg) → San Jose → Road Bay → Soper's Hole → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg)
Departs
Feb 21, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → San Jose → Road Bay → Soper's Hole → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Bridgetown
Saint Maarten (Phillipsburg) → San Jose → Road Bay → Soper's Hole → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Bridgetown
Departs
Feb 21, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → San Jose → Road Bay → Soper's Hole → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Bridgetown
Saint Maarten (Phillipsburg) → San Jose → Road Bay → Soper's Hole → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Bridgetown
Departs
Feb 21, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Barcelona → Valencia → Cartagena → Gibraltar → Malaga → Mallorca → Barcelona
Departs
Feb 27, 2026
from
Barcelona, Spain
Up to 2 deals
including an Avoya Exclusive
From
$3,099
Top Picks Rank:
8
Roundtrip
7-Night Caribbean Cruise
$3,099
Windstar Cruises –
Star Seeker
Date:
Feb 27, 2026
Ports:
San Juan → Saint Maarten (Phillipsburg) → Isle De Saintes → Saint Lucia (Soufriere) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → San Juan
San Juan → Saint Maarten (Phillipsburg) → Isle De Saintes → Saint Lucia (Soufriere) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → San Juan
Departs
Feb 27, 2026
from
San Juan, Puerto Rico
Up to 2 deals
including an Avoya Exclusive
From
$3,099
Top Picks Rank:
8
Roundtrip
14-Night Caribbean Cruise
$7,299
Windstar Cruises –
Star Seeker
Date:
Feb 27, 2026
Ports:
San Juan → Saint Maarten (Phillipsburg) → Isle De Saintes → Saint Lucia (Soufriere) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Jost Van Dyke → Virgin Gorda → San Juan
San Juan → Saint Maarten (Phillipsburg) → Isle De Saintes → Saint Lucia (Soufriere) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Jost Van Dyke → Virgin Gorda → San Juan
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Lucia (Pigeon) → Deshaies → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg)
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Lucia (Pigeon) → Deshaies → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg)
Departs
Feb 28, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → San Jose → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Bridgetown
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → San Jose → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Bridgetown
Departs
Feb 28, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → San Jose → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Bridgetown
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → San Jose → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Bridgetown
Departs
Feb 28, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Lucia (Pigeon) → Deshaies → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Falmouth Harbour → Road Bay → Soper's Hole → Virgin Gorda → Jost Van Dyke → Saint Maarten (Phillipsburg)
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Lucia (Pigeon) → Deshaies → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Falmouth Harbour → Road Bay → Soper's Hole → Virgin Gorda → Jost Van Dyke → Saint Maarten (Phillipsburg)
Departs
Feb 28, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg) → Jost Van Dyke → Virgin Gorda → San Juan
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg) → Jost Van Dyke → Virgin Gorda → San Juan
Departs
Mar 06, 2026
from
San Juan, Puerto Rico
Up to 2 deals
including an Avoya Exclusive
From
$4,299
Top Picks Rank:
8
Roundtrip
14-Night Caribbean Cruise
$7,199
Windstar Cruises –
Star Seeker
Date:
Mar 06, 2026
Ports:
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg) → Jost Van Dyke → Virgin Gorda → Saint Martin (Marigot) → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Bequia) → Saint Lucia (Pigeon) → The Pitons → San Juan
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg) → Jost Van Dyke → Virgin Gorda → Saint Martin (Marigot) → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Bequia) → Saint Lucia (Pigeon) → The Pitons → San Juan
Bridgetown → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Saint Lucia (Pigeon) → The Pitons → Casablanca → Saint Vincent And Grenadines (Kingstown) → Saint George's → Saint Vincent And Grenadines (Bequia) → Bridgetown
Bridgetown → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Roseau → Saint Vincent And Grenadines (Mayreau) → Saint Lucia (Pigeon) → The Pitons → Casablanca → Saint Vincent And Grenadines (Kingstown) → Saint George's → Saint Vincent And Grenadines (Bequia) → Bridgetown
Book with Avoya Travel as a member of Windstar’s Yacht Club to receive Past Guest Rewards that may include Savings up to 10% per person, up to $100 Free Onboard Credit, a Private Cocktail Reception PLUS More!
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.
Guests are enrolled in the Yacht Club after completion of their first voyage with Windstar Cruises and provided a Yacht Club Number.
Savings up to 10% are per person, in U.S. dollars, apply to select sailings only, are not reflected in the pricing above, and vary by member level and date of booking.
Free Onboard Credit is up to $100 per eligible past guest, in U.S. dollars, applies to select sailings only, applies to qualifying Yacht Club member guests only, and varies by member level.
Additional Past Guest Benefits may vary by membership level and include, but are not limited to, a private onboard member cocktail reception, onboard savings, invitation to dine with the Captain or Ship’s Officers, Refer-a-Friend Rewards, and onboard gifts.
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 Windstar Cruises Specialist for more information.
Hurry, this is a limited time offer!
NOTICE: Prior to booking, please consult all applicable U.S. Centers for Disease Control travel advisories, warnings, or recommendations, at cdc.gov/travel/notices. For cruises, if a certain threshold level of COVID-19 is detected onboard the ship during your voyage, the voyage will end immediately, the ship will return to the port of embarkation, and your subsequent travel, including your return home, may be restricted or delayed. Health and safety protocols, guest conduct rules, and regional travel restrictions vary by ship and destination, and are subject to change without notice. Due to evolving health protocols, imagery and messaging may not accurately reflect onboard and destination experiences, offerings, features, or itineraries. These may not be available during your voyage, may vary by ship and destination, and may be subject to change without notice. For other travel, travel suppliers and governments may impose requirements from time to time, such as health affidavit forms, health screenings prior to departure or upon arrival, face coverings, entry restrictions, or quarantines. For the latest COVID-19 government travel regulations, we recommend going to IATA’s website at https://www.iatatravelcentre.com/inter...226297.htm. For the latest travel supplier requirements, check the supplier’s home page. https://www.avoyatravel.com/about/reso...termsofuse