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7 Night Windward Islands Surf and Sunsets

From San Juan to San Juan

1 person is tracking this cruise Get Price Alerts.

Other Dates

DEC

SUN

2025

16 Night Star Seeker Maiden Voyage

from

$3,915

per person

From Malaga

Malaga, Santa Cruz de Tenerife, Freeport, Miami

JAN

THU

2026

8 Night Star Seeker Christening Sailing

from

$5,246

per person

From Miami

Miami, Puerto Plata, Samana, Great Harbour, Prickly Pear British Virgin Islands, Sopers Hole, San Juan

JAN

FRI

2026

7 Night San Juan and the Virgin Islands

from

$3,362

per person

From San Juan

San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

JAN

FRI

2026

14 Night Star Collector Lovely Leewards

from

$5,690

per person

From San Juan

San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

JAN

FRI

2026

7 Night Windward Islands Surf and Sunsets

from

$3,327

per person

From San Juan

San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

JAN

FRI

2026

14 Night Star Collector Lovely Leewards

from

$5,390

per person

From San Juan

San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

FEB

FRI

2026

7 Night San Juan and the Virgin Islands

from

$3,062

per person

From San Juan

San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

FEB

FRI

2026

14 Night Star Collector Lovely Leewards

from

$5,390

per person

From San Juan

FEB

FRI

2026

7 Night Windward Islands Surf and Sunsets

from

$3,327

per person

From San Juan

San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

FEB

FRI

2026

14 Night Star Collector Lovely Leewards

from

$5,490

per person

From San Juan

San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

FEB

FRI

2026

7 Night San Juan and the Virgin Islands

from

$3,162

per person

From San Juan

San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

FEB

FRI

2026

14 Night Star Collector Lovely Leewards

from

$5,299

per person

From San Juan

San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan

FEB

FRI

2026

7 Night Windward Islands Surf and Sunsets

from

$3,036

per person

From San Juan

San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan

FEB

FRI

2026

14 Night Star Collector Lovely Leewards

from

$4,999

per person

From San Juan

San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

MAR

FRI

2026

7 Night San Juan and the Virgin Islands

from

$3,062

per person

From San Juan

San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

MAR

FRI

2026

14 Night Star Collector Lovely Leewards

from

$4,996

per person

From San Juan

San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan

MAR

FRI

2026

7 Night Windward Islands Surf and Sunsets

from

$3,033

per person

From San Juan

San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan

MAR

FRI

2026

10 Night Gems of the Leeward Islands

from

$3,957

per person

From San Juan

San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

MAR

FRI

2026

17 Night Star Collector Seeking the Antilles

from

$5,684

per person

From San Juan

San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon

MAR

FRI

2026

24 Night Star Collector Historic Caribbean Legendary Islands Colombia and Panama

from

$8,538

per person

From San Juan

Pricing Terms and Conditions

From prices are per person (cruise only) based on double occupancy (if single is indicated, pricing is based on single occupancy) and do not include airfare, taxes, or government charges unless otherwise noted. From prices are based upon the lowest fare and are subject to availability. Your exact price depends upon selected day of departure, departure city, ship, cabin level and class of airfare available. Rates for third and fourth passengers are not shown. All prices and dates are subject to availability. All offers and upgrades are for selected dates, sailings, and cabin categories only, are subject to availability, and are capacity controlled. All prices and dates may not be available at time of booking. All information is subject to change without notice. We reserve the right to correct errors.

** Price breakdown appears after cabin selection.

Cruise Itinerary Notice: Cruise itineraries are subject to change without notice. Please verify Ports, Dates, and Times with the Cruiseline directly on ALL bookings before the sailing.

Cruise specials do not include port charges unless otherwise stated.

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7 Night Windward Islands Surf and Sunsets

Star Seeker

Rates

Includes

Other Dates

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