San Juan & the Virgin Islands
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Cari...
Cruise only — prices from Solo cruise only — from
Ports of Call & Itinerary
7-night voyage departing San Juan (Puerto Rico).
Printable Itinerary (PDF)Route Map
San Juan & the Virgin Islands
6 ports plotted · click a marker for details
Day 1
San Juan (Puerto Rico) , Puerto Rico
Monday, 20/12/2027
The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.
Day 3
Basseterre, Saint Kitts , Saint Kitts and Nevis
Wednesday, 22/12/2027
With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean's small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.
Day 4
Gustavia , Saint Barthélemy
Thursday, 23/12/2027
Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.
Day 5
Philipsburg , Sint Maarten (Dutch part)
Friday, 24/12/2027
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
Day 6
Great Harbour, Jost Van Dyke , British Virgin Islands
Saturday, 25/12/2027
For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.
Day 8
San Juan (Puerto Rico) , Puerto Rico
Monday, 27/12/2027
The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.
Room Type & Prices
All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.
Star Porthole Suite
277 sqft · Up to 2 guests
Ocean View Suite
277 sqft · Up to 2 guests
Ocean View Suite 1
277 sqft · Up to 2 guests
Star Ocean View Suite 1
277 sqft · Up to 2 guests
Ocean View Suite 2
277 sqft · Up to 2 guests
Ocean View Suite 3
277 sqft · Up to 2 guests
Balcony Suite
277 sqft · Up to 2 guests
Star Balcony Suite
277 sqft · Up to 2 guests
Balcony Suite 1
277 sqft · Up to 2 guests
Star Balcony Suite 1
277 sqft · Up to 2 guests
Deluxe Suite
468 sqft · Up to 2 guests
Broadmoor Suite/Sea Island Suite
400–530 sqft · Up to 2 guests
Owner's Suite
575 sqft · Up to 2 guests
Suite
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Star Porthole Suite · 277 sqft | SP | Enquire → | ||
| Ocean View Suite · 277 sqft | S Ocean View Suite (Deck 4, forward) | Enquire → | ||
| Ocean View Suite 1 · 277 sqft | S1 Ocean View Suite 1 (Deck 4) | Enquire → | ||
| Star Ocean View Suite 1 · 277 sqft | SS1 Star Ocean View Suite | Enquire → | ||
| Ocean View Suite 2 · 277 sqft | S2 Ocean View Suite 2 (Deck 5) | Enquire → | ||
| Ocean View Suite 3 · 277 sqft | S3 Ocean View Suite 3 (Deck 6) | Enquire → | ||
| Balcony Suite · 277 sqft | BS Balcony Suite (Deck 5) | Enquire → | ||
| Star Balcony Suite · 277 sqft | SBS Star Balcony Suite (Deck 5) | Enquire → | ||
| Balcony Suite 1 · 277 sqft | BS1 Balcony Suite 1 (Deck 6) | Enquire → | ||
| Star Balcony Suite 1 · 277 sqft | SBS1 Star Balcony Suite 1 (Deck 6) | Enquire → | ||
| Deluxe Suite · 468 sqft | DS | Enquire → | ||
| Broadmoor Suite/Sea Island Suite · 400–530 sqft | CS Classic Suite | Enquire → | ||
| Owner's Suite · 575 sqft | OW | Enquire → |
Star Porthole Suite · 277 sqft
SP
Ocean View Suite · 277 sqft
S Ocean View Suite (Deck 4, forward)
Ocean View Suite 1 · 277 sqft
S1 Ocean View Suite 1 (Deck 4)
Star Ocean View Suite 1 · 277 sqft
SS1 Star Ocean View Suite
Ocean View Suite 2 · 277 sqft
S2 Ocean View Suite 2 (Deck 5)
Ocean View Suite 3 · 277 sqft
S3 Ocean View Suite 3 (Deck 6)
Balcony Suite · 277 sqft
BS Balcony Suite (Deck 5)
Star Balcony Suite · 277 sqft
SBS Star Balcony Suite (Deck 5)
Balcony Suite 1 · 277 sqft
BS1 Balcony Suite 1 (Deck 6)
Star Balcony Suite 1 · 277 sqft
SBS1 Star Balcony Suite 1 (Deck 6)
Deluxe Suite · 468 sqft
DS
Broadmoor Suite/Sea Island Suite · 400–530 sqft
CS Classic Suite
Owner's Suite · 575 sqft
OW
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Your Ship
Star Legend
Serving just 312 guests, Star Legend is the perfect size — small enough to offer unique experiences that set Windstar apart from other cruise lines (think crossing the Corinth Canal), yet large enough for you to make plenty of new connections on board — all without ever feeling crowded.
