Caribbean (Eastern)▲ 3% this month

Star Legend: 14-Night Caribbean

Star Legend

This 14-night Caribbean (Eastern) cruise aboard the Star Legend by Windstar Cruises departs San Juan on January 31, 2028, calling at St. John, St. Barthelemy, St. Maarten (Philipsburg), and 9 more ports, and returns February 14, 2028. Cabin prices start from $4,014 per person.

Days
14 nights
Departs
Jan 31, 2028
Ports
12
Returns
Feb 14, 2028
Sea days
1
Distance
1,577nm
About this sailing

How this date compares

This route

1 of 9 dates

Star Legend sails round trip from San Juan to these 12 ports on 9 dates between December 2027 and February 2028.

Same ports, other ship

Star Pride

Star Pride also sails round trip from San Juan to these 12 ports in 14 nights, on 7 dates between November 2026 and March 2028.

Itinerary
Embark Port Sea
Day 1
Jan 31
Embark
San Juan, Puerto Rico
dep 19:00

San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.

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Day 2
Feb 1
St. John, US Virgin Islands
arr 08:00 · dep 18:00
Day 3
Feb 2
St. Barthelemy, Saint Barthelemy
arr 07:00 · dep 22:00
Day 4
Feb 3
St. Maarten (Philipsburg)
arr 08:00 · dep 22:00

St. Maarten cruise port is one of the busiest in the Caribbean, with ships docking at the A.C.

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Day 5
Feb 4
St. Kitts, Saint Kitts and Nevis
arr 08:00 · dep 17:00

Basseterre cruise port in St. Kitts uses the Port Zante terminal, a purpose-built cruise facility in the heart of Basseterre, the capital of St. Kitts and Nevis. Port Zante includes two dedicated cruise piers capable of berthing the largest modern ships plus a marina, restaurants, shops, and the Amina Craft Market.

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Day 6
Feb 5
Jost Van Dyke, British Virgin Islands
arr 09:00 · dep 22:00
Day 7
Feb 6
Virgin Gorda, British Virgin Islands
arr 08:00 · dep 17:00
Day 8
Feb 7
San Juan, Puerto Rico
arr 07:00 · dep 19:00

San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.

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Day 9
Feb 8
At Sea
Day 10
Feb 9
St Georges, Grenada
arr 09:00 · dep 22:00
Day 11
Feb 10
Bequia, St Vincent and the Grenadines
arr 08:00 · dep 22:00
Day 12
Feb 11
Mayreau, Grenadines
arr 08:00 · dep 17:00
Day 13
Feb 12
Les Saintes, Guadeloupe
arr 10:00 · dep 17:00
Day 14
Feb 13
Marigot, Saint Martin
arr 08:00 · dep 15:00
Day 15
Feb 14
Disembark
San Juan, Puerto Rico
arr 07:00
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 1,577nm
At sea
1 of 14 nights
Type
Round-trip
Price history

Starting cabin

$4,014▼ $879 (18%) vs Jun 29
Low
$3,902
High
$4,893
Average
$4,289
Vs avg
−6%
$3,802$4,100$4,398$4,695$4,993Jun 29Sep 5Nov 12$4,893 · Jun 29$3,902 · Oct 10$4,014 · Nov 8$4,623 · Nov 10$4,014 · Nov 12

New to these charts? How to read cruise price history

Same ship, same ports, other dates

Star Legend to these 12 ports on other dates

DepartsPort orderInterior from
Dec 20, 2027St. John, St. Kitts, St. Barthelemy, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda, San Juan, St Georges, Bequia, Mayreau, Les Saintes, MarigotNo current price
Dec 27, 2027St Georges, Bequia, Mayreau, Les Saintes, Marigot, San Juan, St. John, St. Barthelemy, St. Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin GordaNo current price
Jan 3, 2028St. John, St. Barthelemy, St. Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda, San Juan, St Georges, Bequia, Mayreau, Les Saintes, MarigotNo current price
Jan 10, 2028St Georges, Bequia, Mayreau, Les Saintes, Marigot, San Juan, St. John, St. Maarten (Philipsburg), St. Barthelemy, St. Kitts, Jost Van Dyke, Virgin GordaNo current price
Jan 17, 2028St. John, St. Maarten (Philipsburg), St. Barthelemy, St. Kitts, Jost Van Dyke, Virgin Gorda, San Juan, St Georges, Bequia, Mayreau, Les Saintes, MarigotNo current price
Jan 24, 2028St Georges, Bequia, Mayreau, Les Saintes, Marigot, San Juan, St. John, St. Barthelemy, St. Maarten (Philipsburg), St. Kitts, Jost Van Dyke, Virgin GordaNo current price
Jan 31, 2028St. John, St. Barthelemy, St. Maarten (Philipsburg), St. Kitts, Jost Van Dyke, Virgin Gorda, San Juan, St Georges, Bequia, Mayreau, Les Saintes, MarigotNo current price
Feb 7, 2028St Georges, Bequia, Mayreau, Les Saintes, Marigot, San Juan, St. John, St. Maarten (Philipsburg), St. Barthelemy, St. Kitts, Jost Van Dyke, Virgin GordaNo current price
Feb 14, 2028St. John, St. Maarten (Philipsburg), St. Barthelemy, St. Kitts, Jost Van Dyke, Virgin Gorda, San Juan, St Georges, Bequia, Mayreau, Les Saintes, MarigotNo current price

Star Legend, round trip from San Juan, 14 nights. Interior cabin, per person, two sharing, taxes and port fees included.

Similar sailings

Other Caribbean (Eastern) departures

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Questions

Questions about this sailing

Which ports does it visit?

It sails round trip from San Juan and calls at St. John, St. Barthelemy, St. Maarten (Philipsburg), St. Kitts, Jost Van Dyke, Virgin Gorda, San Juan, St Georges, Bequia, Mayreau, Les Saintes and Marigot, with 1 day at sea.

Are there other dates with the same ports?

Yes. Star Legend sails this route on 9 dates between December 2027 and February 2028. Star Pride also sails the same route.

From
$4,014/person
Incl. taxes & port fees
Checked today · Nov 12
Last change Nov 12: $4,623 → $4,014 (−$609)
Per-cabin pricing not yet available. Click "Book this cruise" for full pricing.

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Star Legend
Your ship
Star Legend
Windstar Cruises · Star Ship Megayacht class · Built 1992
Passengers
312
Tonnage
12,995
Length
159m
Crew
164
Onboard
PoolWhirlpoolCasinoTheaterPiano BarSpaFitness CenterSaunaSteam RoomHair SalonLibraryObservation Lounge
Full ship profile →
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