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Star Collector: Fall Leaves & Caribbean Breezes

Ship: Star Pride   
Departure: Monday, October 11, 2027
Nights: 21 nights
Departs: Montreal
Returns: San Juan
One Way Trip
One
way trip
Duration
21
Nights
Days at Sea
15
Sea Days
Ports
8
Ports
Countries Visted
5
Countries
  • Itinerary

    Star Collector: Fall Leaves & Caribbean Breezes

    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 Monday, October 11, 2027 Montreal, Canada Embark 17:00
    View of Montreal, Canada

    Montreal is the largest city in Quebec, Canada, and is also the largest inland port in the world. Situated between a majestic mountain and the sparkling St Lawrence River, sailing into the port with its impressive skyline of grand 19th century grey stone buildings never loses its fascination for passengers. Old Montreal is one of the main attractions, where visitors can travel by horse-drawn carriages, stroll along the cobble stone streets, visit museums, art galleries, chic boutiques and vintage coffee shops. Read more about Montreal, Canada

    2 Tuesday, October 12, 2027 Cruising St Lawrence River
    2 Tuesday, October 12, 2027 Quebec City, Qc
    3 Wednesday, October 13, 2027 At Sea
    4 Thursday, October 14, 2027 Gaspe, Qc
    5 Friday, October 15, 2027 Sydney, Canada 15:00 23:59
    View of Sydney, Canada

    Sydney is situated on the east coast of Cape Breton Island in Nova Scotia, Canada. Located on the waterfront, visitors are amazed to see the "Largest Ceilidh Fiddle in the World" (at 18m). Sydney's tourism draw is increasingly linked to this cultural asset. Read more about Sydney, Canada

    6 Saturday, October 16, 2027 Sydney, Canada 23:59
    View of Sydney, Canada

    Sydney is situated on the east coast of Cape Breton Island in Nova Scotia, Canada. Located on the waterfront, visitors are amazed to see the "Largest Ceilidh Fiddle in the World" (at 18m). Sydney's tourism draw is increasingly linked to this cultural asset. Read more about Sydney, Canada

    7 Sunday, October 17, 2027 At Sea
    8 Monday, October 18, 2027 Halifax, Ns
    9 Tuesday, October 19, 2027 Halifax, Ns
    10 Wednesday, October 20, 2027 Bar Harbor, USA 08:00 18:00
    View of Bar Harbor, USA

    Bar Harbour, nestled on the east side of Mt. Desert Island in Maine New England, USA is said to be a magical mixture of romance, adventure. With its rock-bound coast and soaring granite cliffs, the stonewall-lined and tree-covered road leading you into our town, to the sweeping vistas from atop Cadillac Mountain, there is a special mystique to Bar Harbor that has welcomed visitors for over a hundred years. Read more about Bar Harbor, USA

    11 Thursday, October 21, 2027 Portland, Maine, USA 08:00 18:00
    View of Portland, Maine, USA

    Perched on a peninsula jutting out into island-studded Casco Bay, Portland - a progressive, lively city - is the largest city in Maine, USA. The city seal depicts a phoenix rising from the ashes, which refers to the city’s recoveries from four devastating fires. It is home to a friendly and hardworking people and is ranked nationally as one of the ten safest and culturally fascinating cities of the US. Read more about Portland, Maine, USA

    12 Friday, October 22, 2027 Boston, USA 08:00 17:00
    View of Boston, USA

    Boston is the capital and largest city in Massachusetts, USA. Calling this quaint and delightful city the 'Athens of America' might seem a bit pretentious, but the city's 19th-century glory radiates through its grand architecture, and its world-renowned academic and cultural institutions. Disastrous 'urban renewal' projects in the 1950s provoked such a furious backlash that Boston now has some of the best preserved historic buildings and neighbourhoods in the country. Read more about Boston, USA

    13 Saturday, October 23, 2027 At Sea
    14 Sunday, October 24, 2027 At Sea
    15 Monday, October 25, 2027 Hamilton
    16 Tuesday, October 26, 2027 Hamilton
    16 Tuesday, October 26, 2027 St Georges Bermuda
    17 Wednesday, October 27, 2027 St Georges Bermuda
    18 Thursday, October 28, 2027 At Sea
    19 Friday, October 29, 2027 At Sea
    20 Saturday, October 30, 2027 St Bart's, Guadeloupe 10:00 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

    21 Sunday, October 31, 2027 Virgin Gorda, Virgin Islands (British) 08:00 18:00
    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)

    22 Monday, November 1, 2027 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 $12712
Balcony at the Star Pride

Balcony

From $20587
Suite at the Star Pride

Suite

From $28608

Why us?

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  • Highly personalised service
  • Australian owned
  • 25 years in business
  • Family owned & operated
  • Multi-award winning
  • Highest rated booking service in Australia
  • Full service agency
Lauren Macartney's profile

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

  • Star Collector: Fall Leaves & Caribbean Breezes

    Cruiseline: Windstar Ship: Star Pride Departure: Monday, October 11, 2027 Nights: 21 nights Departs: Montreal Returns: San Juan

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