San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

via Philipsburg, Spanish Town (Virgin Gorda), and 1 more

Star Pride

7 nights

November 29–December 6, 2026

Jibhop recommendation

Wait if you can
High confidence

There are some decent fares, but better value may still emerge.

  • ✓ Suite prices are 18% above their usual range.
  • ✓ Overall pricing is 18% above typical.

What should you book?

No cabin is an amazing value right now.

The suite is closer to its usual price, but costs $2,975 more than a balcony.

All cabin categories

Interior

Unavailable

—

Oceanview

Priced high · 13% above typical

$3,423

$489/night

Balcony

Priced high · 20% above typical

$4,228

$604/night

Suite

Priced high · 18% above typical

$7,203

$1,029/night

Prices were last updated about 13 hours ago.

Price history

Why we're recommending this

Oceanview pricing is $3,423, compared with a typical fare of $3,038.

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Star Pride • November 29, 2026 • departs in 28 days

Last 90 days

What kind of trip is this?

Port-heavy itinerary with stops in Puerto Rico, Saint Barthélemy, and Saint Kitts and Nevis, and 2 other countries

Embarks in San Juan, Puerto Rico • ends in San Juan, Puerto Rico • 5 ports of call • 1 sea days

  • 7 nights
  • 5 ports
  • 1 sea day
  • Star Ship Megayacht-class ship
  • Round-trip sailing
  • San Juan ↔

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Embark port
Disembark port
Port of call

Route

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → Philipsburg → Jost Van Dyke + 2 more

  1. 1

    San Juan, Puerto Rico

    Sunday, Nov 29, 2026

    Arr 1:00 PM
    Dep 7:00 PM
  2. 2

    At sea

    Monday, Nov 30, 2026

  3. 3
    Arr 8:00 AM
    Dep 10:00 PM
  4. 4
    Arr 8:00 AM
    Dep 5:00 PM
  5. 5
    Arr 8:00 AM
    Dep 10:00 PM
  6. 6
    Arr 9:00 AM
    Dep 10:00 PM
  7. 7
    Arr 8:00 AM
    Dep 5:00 PM
  8. 8

    San Juan, Puerto Rico

    Sunday, Dec 6, 2026

    Arr 7:00 AM

The ship

Star Pride

Star Pride is a small ship in Windstar Cruises' fleet.

Guests
343
Built
1988
Tonnage
12,995 GT
Ship details →