San Juan → Philipsburg → Spanish Town (Virgin Gorda) → San Juan

via Saint-Barthélemy, Jost Van Dyke, and 1 more

Star Legend

7 nights

February 14–21, 2028

Jibhop recommendation

Good time to book
High confidence

Prices are below typical levels across several cabin categories.

  • ✓ Balcony prices are at a 90-day low.
  • ✓ 2 of 3 tracked cabin categories are below their historical norms.
  • ✓ Overall pricing is 7% below typical.

What should you book?

Balcony is the sweet spot at $3,493.

It costs $1,050 more than an oceanview ($150/night), while a suite jumps another $2,100 ($300/night).

Balcony

Good value · 11% below typical

$3,493

$499/night

Other cabin categories

Interior

Unavailable

—

Oceanview

About average

$2,443

$349/night

Suite

About average · 7% below typical

$5,593

$799/night

Prices were last updated about 4 hours ago.

Price history

Why we're recommending this

Balcony pricing is $3,493, compared with a typical fare of $3,913. This matches the lowest price we've tracked over the past 90 days.

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Star Legend • February 14, 2028 • departs in over 1 year

Last 90 days

What kind of trip is this?

Port-heavy itinerary with stops in Puerto Rico, Sint Maarten (Dutch part), and Saint Barthélemy, 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
  • One-way sailing
  • San Juan ↔

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Embark port
Disembark port
Port of call

Route

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

  1. 1

    San Juan, Puerto Rico

    Monday, Feb 14, 2028

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

    At sea

    Tuesday, Feb 15, 2028

  3. 3

    Philipsburg, Sint Maarten (Dutch part)

    Wednesday, Feb 16, 2028

    Arr 8:00 AM
    Dep 10:00 PM
  4. 4

    Saint-Barthélemy, Saint Barthélemy

    Thursday, Feb 17, 2028

    Arr 7:00 AM
    Dep 10:00 PM
  5. 5
    Arr 8:00 AM
    Dep 5:00 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

    Monday, Feb 21, 2028

    Arr 7:00 AM

The ship

Star Legend

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

Guests
343
Built
1992
Tonnage
12,995 GT
Ship details →