San Juan → Saint George's → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Martin (Marigot) → San Juan
San Juan → Saint George's → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Martin (Marigot) → 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 George's → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Martin (Marigot) → San Juan
San Juan → Saint George's → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Martin (Marigot) → San Juan
San Juan → Saint George's → Saint Vincent And Grenadines (Bequia) → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Martin (Marigot) → Saint John → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg) → Jost Van Dyke → Virgin Gorda → San Juan
San Juan → Saint John → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg) → Jost Van Dyke → Virgin Gorda → San Juan
Saint Maarten (Phillipsburg) → Falmouth Harbour → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Vincent And Grenadines (Mayreau) → Isle De Saintes → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg)
Departs
Dec 14, 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) → 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)
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
Departs
Jan 04, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Saint Maarten (Phillipsburg) → San Jose → Road Bay → Jost Van Dyke → Soper's Hole → Virgin Gorda → Saint Barthelemy (Gustavia) → Saint Kitts And Nevis (Charlestown) → Roseau → Saint Vincent And Grenadines (Mayreau) → Anse Mitan → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg)
Departs
Jan 31, 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 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
Departs
Feb 21, 2026
from
Saint Maarten (Phillipsburg), Netherlands Antilles
Book select Windstar Cruises sailings with Avoya Travel to receive $200 Free Onboard Credit!
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.
Free Onboard Credit is $200 per cabin ($100 per person), in U.S. dollars, applies to the 1st and 2nd guests only, applies to select sailings only, is cruise only, has no cash value, is non-refundable, non-transferable, and will expire at the end of the cruise.
Offer is capacity controlled and subject to change or removal at any time without notice.
Deposit required at time of booking 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.