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7-night Caribbean cruise from San Juan, Puerto Rico on Star Pride

The San Juan to San Juan is a 7-night Caribbean cruise aboard Star Pride, operated by Windstar Cruises. Departing San Juan, Puerto Rico on December 20, 2026, the voyage visits 5 ports including St Georges, Grenada, Bequia, Mayreau. Fares start from $3,671 per person.

Length
7 nights
Departs
Dec 20, 2026
Returns
Dec 27, 2026
Ports of call
5
Days at sea
2

Voyage code PR20261220-7D

San Juan, Puerto Rico

7 nights · Caribbean

from $3,671 pp

via CruiseDirect

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Book direct with Windstar Cruises we may earn a commission

Why this route stands out

A closer look at the journey

San Juan, Puerto Rico

One of the places included in this itinerary.

Bequia

One of the places included in this itinerary.

Deshaies

One of the places included in this itinerary.

Price tracking

Today’s fare, in context

Price history

Cheaper than 49%
30 days
Fare details

Fare details

Per person
Current fares
Oceanview
$3,671
Balcony
$5,316
Suite
$7,101
Tracked range
Mar 26 – Oct 14
Price history by cabin type
CabinLast recordedLowestHighest
Oceanview $3,671 · Oct 14 $1,987 on Jun 2 $4,476 on Sep 16
Balcony $5,316 · Oct 14 $2,547 on Jun 2 $5,771 on Sep 16
Suite $7,101 · Oct 14 $4,480 on Jun 2 $7,241 on Sep 7
Cabin grades
13 total
Balcony SuiteBalcony · BS
Balcony SuiteBalcony · BS1
Star Balcony SuiteBalcony · SBS
Star Balcony SuiteBalcony · SBS1
Ocean View SuiteOceanview · S
Ocean View SuiteOceanview · S1
Ocean View SuiteOceanview · S2
Ocean View SuiteOceanview · S3
Star Porthole SuiteOceanview · SP
Star Ocean View SuiteOceanview · SS1
Classic SuiteSuite · CS
Deluxe SuiteSuite · DS
Owner's SuiteSuite · OW

○ = last seen (sold out or delisted).

Lowest fares with no residency, age, or service requirement — verify eligibility at booking. How our pricing works

Current prices

Per person · 2 guests

Tax and fee inclusion varies by fare source. Confirm the total, including any additional charges, before booking.

Inside

No recorded fare

Oceanview

from $3,671

$524 / night

Fare rows

Ocean View Suite

Cabin grade

Recorded as available

from $3,671

$524 / night

per person

Observed 14 Oct 2026, 08:12 UTC

Rate details

Rate name not supplied

Rate code not supplied

Rate conditions not supplied. Confirm the rate and its terms before booking.

Star Ocean View Suite

Cabin grade

Recorded as available

from $3,776

$539 / night

per person

Observed 14 Oct 2026, 08:12 UTC

Rate details

Rate name not supplied

Rate code not supplied

Rate conditions not supplied. Confirm the rate and its terms before booking.

Ocean View Suite

Cabin grade

Recorded as available

from $3,986

$569 / night

per person

Observed 14 Oct 2026, 08:12 UTC

Rate details

Rate name not supplied

Rate code not supplied

Rate conditions not supplied. Confirm the rate and its terms before booking.

Balcony

from $5,316

$759 / night

Fare rows

Balcony Suite

Cabin grade

Recorded as available

from $5,316

$759 / night

per person

Observed 14 Oct 2026, 08:12 UTC

Rate details

Rate name not supplied

Rate code not supplied

Rate conditions not supplied. Confirm the rate and its terms before booking.

Star Balcony Suite

Cabin grade

Recorded as available

from $5,421

$774 / night

per person

Observed 14 Oct 2026, 08:12 UTC

Rate details

Rate name not supplied

Rate code not supplied

Rate conditions not supplied. Confirm the rate and its terms before booking.

Suite

from $7,101

$1,014 / night

Fare rows

Owner's Suite

Cabin grade

Recorded as available

from $7,101

$1,014 / night

per person

Observed 14 Oct 2026, 08:12 UTC

Rate details

Rate name not supplied

Rate code not supplied

Rate conditions not supplied. Confirm the rate and its terms before booking.

This sailing

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The journey

7 nights, in order

San Juan, Puerto Rico

Day 1 Dec 20, 2026

San Juan, Puerto Rico

Explore San Juan, Puerto Rico

Day by day

The full itinerary

8 scheduled calls
Star Pride

Your ship

Star Pride

With only 212 guests, a Star Pride cruise will make you feel like you're on board your own private small ship almost as soon as you step aboard. The sitting area of your spacious, newly refurbished suite gives you an expansive ocean view — making it a welcome retreat. When you're ready to make an appearance, the lounges, club, screening room, and library are waiting to be explored. Take some "you" time in the tranquil WindSpa . . . enjoy a dip in the pool . . . work off that decadent dessert in the Fitness Center . . . and, of course, you are always welcome to visit the Bridge to examine navigation charts with the Captain. Star Pride is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach.

4★ 9,975 GT 212 Passengers Built 1988
Star Pride ship guide Search cruises on Star Pride

Deck plans

Star Pride deck plan — Deck 3

Scroll to explore · Double-tap to zoom

from $3,671 pp

via CruiseDirect

Book with CruiseDirect

Book direct with Windstar Cruises we may earn a commission