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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Book NOW to receive $75-$4,500 Instant Avoya Cash on sailings departing through December 2026!
This Exclusive is Combinable With All Deals - Call
1-888-447-8459
to book before June 30th
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg)
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg)
Departs
Dec 21, 2025
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Maarten (Phillipsburg)
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Maarten (Phillipsburg)
Departs
Dec 21, 2025
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown
Departs
Jan 04, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint George's
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint George's
Departs
Jan 04, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint George's → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint George's → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad
Departs
Jan 04, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint George's → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad → Cartagena → Bocas Del Toro → Colon → San Andres Island → Roatan → Belize City → Costa Maya → Cozumel → Grand Cayman → Cayman Brac → Ocho Rios → Santo Domingo → La Romana → Saint Maarten (Phillipsburg)
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint George's → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad → Cartagena → Bocas Del Toro → Colon → San Andres Island → Roatan → Belize City → Costa Maya → Cozumel → Grand Cayman → Cayman Brac → Ocho Rios → Santo Domingo → La Romana → Saint Maarten (Phillipsburg)
Departs
Jan 04, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown
Departs
Jan 11, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint George's
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → San Jose → Isle De Saintes → Saint Vincent And Grenadines (Mayreau) → Saint Vincent And Grenadines (Kingstown) → Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint George's
Departs
Jan 11, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Roseau → Casablanca → Anse Mitan → Isle De Saintes → Saint Kitts And Nevis (Charlestown) → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg)
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Roseau → Casablanca → Anse Mitan → Isle De Saintes → Saint Kitts And Nevis (Charlestown) → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg)
Departs
Jan 14, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Roseau → Casablanca → Anse Mitan → Isle De Saintes → Saint Kitts And Nevis (Charlestown) → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → San Jose → Road Bay → Soper's Hole → Saint Maarten (Phillipsburg)
Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Roseau → Casablanca → Anse Mitan → Isle De Saintes → Saint Kitts And Nevis (Charlestown) → Virgin Gorda → Jost Van Dyke → Saint Barthelemy (Gustavia) → San Jose → Road Bay → Soper's Hole → Saint Maarten (Phillipsburg)
Departs
Jan 14, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Up to 2 deals
including an Avoya Exclusive
Oceanview From
$6,699
Top Picks Rank:
8
8-night caribbean cruise
$5,849
Windstar Cruises –
Star Seeker
Date:
Jan 15, 2026
Ports:
Miami → Puerto Plata → Samana → Jost Van Dyke → Virgin Gorda → Soper's Hole → San Juan
Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint George's → Bridgetown
Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint George's → Bridgetown
Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint George's → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad
Bridgetown → Anse Mitan → Casablanca → Saint Lucia (Pigeon) → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint George's → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad
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
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg) → Jost Van Dyke → Virgin Gorda → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint Lucia (Soufriere) → Isle De Saintes → Saint Martin (Marigot) → San Juan
San Juan → Saint John → Saint Kitts And Nevis (Basse Terre) → Saint Barthelemy (Gustavia) → Saint Maarten (Phillipsburg) → Jost Van Dyke → Virgin Gorda → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint Lucia (Soufriere) → Isle De Saintes → Saint Martin (Marigot) → 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
Jan 24, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Bridgetown → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad
Bridgetown → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad
Bridgetown → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad → Cartagena → Bocas Del Toro → Colon
Bridgetown → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Saint Lucia (Soufriere) → Kralendijk → Willemstad → Oranjestad → Cartagena → Bocas Del Toro → Colon
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