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Masterpieces At Sea: Gems Of The Leeward Islands

Ship: Star Pride   
Departure: Wednesday, October 28, 2026
Nights: 11 nights
Departs: San Juan
Returns: San Juan
Prices are Avg twin share per person in AUD, include all taxes and are subject to change.
Porthole 
Sold out
Sold out
Oceanview 
$7,184
$653/day
Balcony 
$10,240
$930/day
Suite 
Sold out
Sold out
Enquire Now
Return Trip
Return
trip
Duration
11
Nights
Days at Sea
5
Sea Days
Ports
6
Ports
Countries Visted
6
Countries

  • Itinerary

    Masterpieces At Sea: Gems Of The Leeward Islands

    Ports of call

    To find out more about the itinerary for this cruise, select the itinerary items below.

    Day Date Port of Call Arrival Departure
    1 Wednesday, October 28, 2026 San Juan, Puerto Rico Embark 19:00
    View of San Juan, Puerto Rico

    San Juan, the capital and most populous city of Puerto Rico, is the oldest city on US territory. It is the Caribbean commercial hub, best known for its beautifully restored historic district of Old San Juan. It is situated on a rocky peninsula girded by thick walls jutting into the crashing Atlantic surf. Read more about San Juan, Puerto Rico
    2 Thursday, October 29, 2026 Cruz Bay (St. John), Virgin Islands (U.S.) 08:00 18:00
    View of Cruz Bay (St. John), Virgin Islands (U.S.)

    Cruz Bay (population 2700) is the main town on the island of St John, in the US Virgin Islands. The three main islands and many smaller ones that constitute US Virgin Islands are located in the Leeward Island of the Eastern Caribbean. Cruz Bay is linked to other islands in the region by ferries, and tourists frequent the bars, shops and restaurants overlooking the bay. Read more about Cruz Bay (St. John), Virgin Islands (U.S.)
    3 Friday, October 30, 2026 St Bart's, Guadeloupe 08:00 22:00
    View of St Bart's, Guadeloupe

    Saint-Barthelemy (St Bart’s) is a French island located in the Caribbean among the Leeward Islands. St Bart’s has long been considered a playground of the rich and famous, and is known for its beautiful pristine world class beaches, gourmet dining in chic restaurants, and duty free high-end designer shopping. Two interesting fact are: firstly, that the population is nearly entirely of European ancestry, and secondly that the island - consisting principally cliffs and hills - has no rivers or springs. Read more about St Bart's, Guadeloupe
    4 Saturday, October 31, 2026 Basseterre, St Kitts
    5 Sunday, November 1, 2026 Falmouth, Antigua and Barbuda 08:00 18:00
    View of Falmouth, Antigua and Barbuda

    Falmouth is a coastal town on the SW of the island of Antigua, one half of the twin-island nation of Antigua and Barbuda in the Leeward Islands, Eastern Caribbean. The country was named by Christopher Columbus in 1493. (In September 2017 Barbuda, 42 km to the north, was 95% decimated by Hurricane Irma.) Falmouth lies aside one of the many natural harbours on Antigua’s shoreline. Read more about Falmouth, Antigua and Barbuda
    6 Monday, November 2, 2026 Les Saintes, Guadeloupe
    7 Tuesday, November 3, 2026 Rodney Bay
    8 Wednesday, November 4, 2026 St George's, Grenada 10:00 18:00
    View of St George's, Grenada

    St. George's is the capital of Grenada, British West Indies. The city surrounds a horseshoe-shaped harbour, and is an attractive colonial-era town with a distinctly Mediterranean feel that appears to spill down the hill side. Read more about St George's, Grenada
    9 Thursday, November 5, 2026 At Sea
    10 Friday, November 6, 2026 Great Harbour, Jost Van Dyke
    11 Saturday, November 7, 2026 Virgin Gorda, Virgin Islands (British) 08:00 17:00
    View of Virgin Gorda, Virgin Islands (British)

    Virgin Gorda (‘Fat Virgin’) is the third largest and the second most populated of the British Virgin Islands. The main business centre is Spanish Town, to the SW of this elongated island. Ships tender to port. Read more about Virgin Gorda, Virgin Islands (British)
    12 Sunday, November 8, 2026 San Juan, Puerto Rico 07:00 Disembark
    View of San Juan, Puerto Rico

    San Juan, the capital and most populous city of Puerto Rico, is the oldest city on US territory. It is the Caribbean commercial hub, best known for its beautifully restored historic district of Old San Juan. It is situated on a rocky peninsula girded by thick walls jutting into the crashing Atlantic surf. Read more about San Juan, Puerto Rico

  • Ship

    Star Pride Overview

    Star Pride

    Indulge your senses with a wealth of amenities and activities tailored to suit your desires. Relax in the soothing waters of the infinity pool, unwind with a rejuvenating spa treatment, or savour exquisite culinary creations in one of the ship's gourmet restaurants. With multiple dining venues, including specialty options, you'll embark on a gastronomic journey that will satisfy even the most discerning palate. Immerse yourself in captivating destinations as the Star Pride takes you to some of the world's most breath-taking ports of call. Whether it's the sun-kissed beaches of the Caribbean, the awe-inspiring landscapes of Alaska, or the cultural riches of Europe, each itinerary is carefully curated to ensure you experience the very best of each destination. With its impeccable service, world-class amenities, and a commitment to creating unforgettable memories, the Star Pride promises a journey like no other.

  • Cabins

    Star Pride Cabins

    Suite

    Suite
    Suite on the Star Pride Suite on the Star Pride

    Cabin Types

    OW, CS, DS

    Balcony

    Balcony
    Balcony on the Star Pride Balcony on the Star Pride

    Cabin Types

    SBS, SBS1, BS1, BS

    These Suites are 277 square feet (26 square meters) Star Balcony Suites with 3rd berths mdash; 530, 532, 533, 626, 628, 629.All accommodations feature:- Queen Size Bed with Luxurious Linens- Waffle Weave Robe and Slippers- Flat Screen TV with DVD player- Fully-Stocked Mini Bar/Refrigerator- Safe- Direct Dial Phone- Lrsquo;Occitane Bath Amenities- Wi-Fi (internet cards can be purchased at reception)- Fresh Flowers- Fresh Fruit- Granite vanity with magnifying mirror- Walk-in closet and ample drawer space- Bathroom with granite countertop, full-size tub, and shower- Hair Dryers and 110/220 outlets

    Oceanview

    Oceanview
    Oceanview on the Star Pride Oceanview on the Star Pride

    Cabin Types

    SS1, S3, S2, S1, S

    Stylish comfort and ocean views welcome you in 277 square feet. Yourqueen bed (which can be separated as twins if you prefer) featuresluxurious Egyptian cotton linens. Enjoy a luxurious soak in yourfull-size tub or an invigorating shower, then wrap up in yourwaffle-weave robe and slippers, savor a treat from the fresh fruit bowl,or simply stretch out and enjoy the fresh flowers. Star Ocean View Suites with 3rd berths mdash; 430, 432, 433.All accommodations feature:- Queen Size Bed with Luxurious Linens- Waffle Weave Robe and Slippers- Flat Screen TV with DVD player- Fully-Stocked Mini Bar/Refrigerator- Safe- Direct Dial Phone- Lrsquo;Occitane Bath Amenities- Wi-Fi (internet cards can be purchased at reception)- Fresh Flowers- Fresh Fruit- Granite vanity with magnifying mirror- Walk-in closet and ample drawer space- Bathroom with granite countertop, full-size tub, and shower- Hair Dryers and 110/220 outlets

    Porthole

    Porthole
    Porthole on the Star Pride Porthole on the Star Pride

    Cabin Types

    SP, Y

    These Suites are 277 square feet (26 square meters). Note these Suites have Porthole window.All accommodations feature:- Queen Size Bed with Luxurious Linens- Waffle Weave Robe and Slippers- Flat Screen TV with DVD player- Fully-Stocked Mini Bar/Refrigerator- Safe- Direct Dial Phone- Lrsquo;Occitane Bath Amenities- Wi-Fi (internet cards can be purchased at reception)- Fresh Flowers- Fresh Fruit- Granite vanity with magnifying mirror- Walk-in closet and ample drawer space- Bathroom with granite countertop, full-size tub, and shower- Hair Dryers and 110/220 outlets

  • Deck Plans

    Star Pride Deck Plans

    Legend

    • Restricted View
    • Adjoining Suites
    • Elevator
    • Modified Accessible Suites
    • One queen size bed only
    • Shower only
    • Shower only (Star Legend)

  • Promotions

    Current Cruise Deals for Star Pride

    Windstar Cruises - Luxury Inclusions

    Windstar Cruises - Luxury Inclusions

    Windstar Luxury Inclusions:
    • Open dining with no reservations required and room service
    • Non-alcoholic beverages, including coffee, tea and soda
    • Plush bathrobes and slippers and fresh flowers and fruit in your stateroom or suite
    • Onboard entertainment, including local performances in most regions
    • Fully equipped water-sports platform and use of all water-sports equipment (weather and port dependant)
    • Access to the open bridge, champagne welcome reception and beautiful sail-away from every port
    • Access to WorldSpa by Windstar facilities and fitness classes
    Ask your Clean Cruising consultant about upgrading to the All Inclusive fare including:
    • Wi-Fi, Unlimited Beverage Package including hotel and beverage service fee

    Terms & Conditions apply.

    Windstar's More Reasons to Say Yes Offer

    Windstar's More Reasons to Say Yes Offer

    Book a select sailing and receive:
    • Free upgrade to Windstar's All-Inclusive Package*
    • Reduced $300 per person deposits*

    Windstar's All-Inclusive fare includes:
    • Wi-Fi Package & Unlimited Beverage Package*
    • Gratuities

    Ask your Clean Cruising consultant about our airfare options to join your cruise!

    Offer ends 17 November 2026. Terms & Conditions apply.

Cabin Availability

Hold a cabin or view live cabin availability aboard Star Pride for this sailing

Porthole at the Star Pride

Porthole

Sold out
Oceanview at the Star Pride

Oceanview

From $7184
Balcony at the Star Pride

Balcony

From $10240
Suite at the Star Pride

Suite

Sold out

Why us?

  • Large team of cruise experts
  • Highly personalised service
  • Australian owned
  • 25 years in business
  • Family owned & operated
  • Multi-award winning
  • Highest rated booking service in Australia
  • Full service agency
Kerrie Macritchie's profile

Speak to our team about your travel plans or book over the phone today!
1800 121 187

  • Masterpieces At Sea: Gems Of The Leeward Islands

    Cruiseline: Windstar Ship: Star Pride Departure: Wednesday, October 28, 2026 Nights: 11 nights Departs: San Juan Returns: San Juan

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