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!
Book with Avoya Travel to receive FREE Perks on select 2024-2026 Windstar Cruises sailings that may include:
Avoya Exclusive! $200 Free Onboard Credit on select 2024-2025 sailings
Upgrade to an All-In Package for just $89 per person, per day to receive:
Unlimited Beverage Package
WiFi Package
Pre-Paid Gratuities
Check out our cruise only prices below and contact an Avoya Travel Windstar Cruises Specialist to see how much FREE Perks your desired sail date qualifies for and to see how you can add airfare!
View Terms and Conditions
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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Cruise Ship
Windstar Cruises
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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
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.
Please Note: Pricing above does not include airfare, please contact an Avoya Travel Windstar Cruises Specialist to find out about air-inclusive pricing.
Free Perks are based on promotional fares and amenities at the time of publishing and are subject to change or removal at any time without notice.
Exclusive Free Onboard Credit is $200 per cabin ($100 per person), in U.S. dollars, applies to the 1st and 2nd guests only, and applies to select sailings only.
Free Onboard Credit is in U.S. dollars, has no cash value, is non-refundable, non-transferable, and cannot be used in the casino or for gratuities.
All-In Package includes an Unlimited Beverage Package, WiFi Package, and Pre-Paid Gratuities for an upcharge of $89 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, and applies to select sailings only.
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.