Caribbean (Eastern)▲ 3% since Oct 10

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 3, 2028, calling at St. John, Gustavia St Barths, Basseterre St Kitts, and 9 more ports, and returns January 17, 2028. Cabin prices start from $4,014 per person.

Days
14 nights
Departs
Jan 3, 2028
Ports
12
Returns
Jan 17, 2028
Sea days
1
Distance
1,566nm
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 8 dates between November 2026 and March 2028.

Itinerary
Embark Port Sea
Day 1
Jan 3
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
Jan 4
St. John, US Virgin Islands
arr 08:00 · dep 18:00
Day 3
Jan 5
Gustavia St Barths, Saint-Barthelemy Island France
arr 07:00 · dep 22:00
Day 4
Jan 6
Basseterre St Kitts, Port Zante
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 5
Jan 7
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 6
Jan 8
Jost Van Dyke, British Virgin Islands
arr 09:00 · dep 22:00
Day 7
Jan 9
Day 8
Jan 10
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
Jan 11
At Sea
Day 10
Jan 12
St Georges, Grenada
arr 09:00 · dep 22:00
Day 11
Jan 13
Bequia, St Vincent and the Grenadines
arr 08:00 · dep 22:00
Day 12
Jan 14
Mayreau Island, Grenadines
arr 08:00 · dep 17:00
Day 13
Jan 15
Terra de Haut, Guadeloupe
arr 10:00 · dep 17:00
Day 14
Jan 16
Marigot, Saint Martin
arr 08:00 · dep 15:00
Day 15
Jan 17
Disembark
San Juan, Puerto Rico
arr 07:00
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 1,566nm
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
$4,270
Vs avg
−6%
$3,802$4,100$4,398$4,695$4,993Jun 29Aug 25Oct 21$4,893 · Jun 29$3,902 · Oct 10$4,014 · Oct 21

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, Basseterre St Kitts, Gustavia St Barths, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI, San Juan, St Georges, Bequia, Mayreau Island, Terra de Haut, MarigotNo current price
Dec 27, 2027St Georges, Bequia, Mayreau Island, Terra de Haut, Marigot, San Juan, St. John, Gustavia St Barths, Basseterre St Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVINo current price
Jan 3, 2028St. John, Gustavia St Barths, Basseterre St Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI, San Juan, St Georges, Bequia, Mayreau Island, Terra de Haut, MarigotNo current price
Jan 10, 2028St Georges, Bequia, Mayreau Island, Terra de Haut, Marigot, San Juan, St. John, St. Maarten (Philipsburg), Gustavia St Barths, Basseterre St Kitts, Jost Van Dyke, Virgin Gorda Island BVINo current price
Jan 17, 2028St. John, St. Maarten (Philipsburg), Gustavia St Barths, Basseterre St Kitts, Jost Van Dyke, Virgin Gorda Island BVI, San Juan, St Georges, Bequia, Mayreau Island, Terra de Haut, MarigotNo current price
Jan 24, 2028St Georges, Bequia, Mayreau Island, Terra de Haut, Marigot, San Juan, St. John, Gustavia St Barths, St. Maarten (Philipsburg), Basseterre St Kitts, Jost Van Dyke, Virgin Gorda Island BVINo current price
Jan 31, 2028St. John, Gustavia St Barths, St. Maarten (Philipsburg), Basseterre St Kitts, Jost Van Dyke, Virgin Gorda Island BVI, San Juan, St Georges, Bequia, Mayreau Island, Terra de Haut, MarigotNo current price
Feb 7, 2028St Georges, Bequia, Mayreau Island, Terra de Haut, Marigot, San Juan, St. John, St. Maarten (Philipsburg), Gustavia St Barths, Basseterre St Kitts, Jost Van Dyke, Virgin Gorda Island BVINo current price
Feb 14, 2028St. John, St. Maarten (Philipsburg), Gustavia St Barths, Basseterre St Kitts, Jost Van Dyke, Virgin Gorda Island BVI, San Juan, St Georges, Bequia, Mayreau Island, Terra de Haut, 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, Gustavia St Barths, Basseterre St Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda Island BVI, San Juan, St Georges, Bequia, Mayreau Island, Terra de Haut 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 · Oct 21
Last change Oct 21: $3,902 → $4,014 (+$112)
Per-cabin pricing not yet available. Click "Book this cruise" for full pricing.

Track prices

Cabin-level pricing isn't yet tracked for this cruise line, so price alerts aren't available here.

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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