Star Pride: 10-Night Caribbean

Star Pride

This 10-night Bermuda cruise aboard the Star Pride by Windstar Cruises sails from Boston to San Juan, departing October 22, 2027, calling at Hamilton, St George, Gustavia St Barths, Virgin Gorda Island BVI, and returns November 1, 2027. Cabin prices start from $4,077 per person.

Days
10 nights
Departs
Oct 22, 2027
Ports
6
Returns
Nov 1, 2027
Sea days
4
Distance
1,743nm
Itinerary
Embark Port Sea
Day 1
Oct 22
Embark
Boston, Massachusetts
dep 17:00

Boston is a compact, walkable city with 400 years of American history layered into its streets, parks, and harbor. The Boston cruise port at Flynn Cruiseport (Black Falcon Terminal) sits in South Boston, about 2 miles from downtown and the Freedom Trail.

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Day 2
Oct 23
At Sea
Day 3
Oct 24
At Sea
Day 4
Oct 25
Hamilton, Bermuda
arr 08:45
Day 6
Oct 27
St George, Bermuda
dep 12:00
Day 7
Oct 28
At Sea
Day 8
Oct 29
At Sea
Day 9
Oct 30
Gustavia St Barths, Saint-Barthelemy Island France
arr 10:00 · dep 22:00
Day 10
Oct 31
Day 11
Nov 1
Disembark
San Juan, Puerto Rico
arr 07:00

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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1Embark/Debark3Port of CallRoute
Distance
≈ 1,743nm
At sea
4 of 10 nights
Type
One-way
Price history

Starting cabin

$4,077▲ $1,051 (34.7%) vs Jun 12
Low
$3,026
High
$4,377
Average
$3,844
Vs avg
+6%
$2,890$3,296$3,702$4,107$4,513Jun 12Aug 16Oct 21$3,026 · Jun 12$3,027 · Jul 9$4,027 · Jul 20$3,977 · Aug 14$4,027 · Aug 20$4,377 · Oct 10$4,127 · Oct 12$3,927 · Oct 20$4,077 · Oct 21

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Questions

Questions about this sailing

Which ports does it visit?

It sails from Boston to San Juan and calls at Hamilton, St George, Gustavia St Barths and Virgin Gorda Island BVI, with 4 days at sea.

From
$4,077/person
Incl. taxes & port fees
Checked today · Oct 21
Last change Oct 21: $3,927 → $4,077 (+$150)
Per-cabin pricing not yet available. Click "Book this cruise" for full pricing.

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Star Pride
Your ship
Star Pride
Windstar Cruises · Star Ship Megayacht class · Built 1988
Passengers
312
Tonnage
12,995
Length
159m
Crew
188
Onboard
PoolWhirlpoolCasinoTheaterPiano BarSpaFitness CenterSaunaSteam RoomHair SalonLibraryObservation Lounge
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