Windward Islands from San Juan Fly Cruise., 21 November 2026 (9 nights)

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Ship Star Pride  -  Windstar
Exclusive Discount
Sunshine Balcony Sale

Cruise + Flight + Hotel

date 21 November 2026 · 9 nights Change date

Alternative packages

  • Cruise Only 22 November 2026 · 7 nights
Star Porthole Suite from £2,699 per person
  • Overview of a Star Porthole Suite Star Porthole Suite from - £2,699 per person
  • Overview of a Ocean View Stateroom Ocean View Stateroom from - £2,749 per person
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ID: 431505 Icon for 431505
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Extra savings available on all prices!

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All overseas transfers

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1nt pre-cruise stay in San Juan

Hotel Included
Transfers included

Your itinerary

  • Day at Flight
    DAY 1 Flying to San Juan Luis Munoz Marin Intl from London Heathrow
    • Departure time Departs 21 Nov 2026 08:05 (local time) London Heathrow Airport - JetBlue Airways
    • 1 stop
    • Arrival time Arrives at 21 Nov 2026 18:07 (local time) San Juan Luis Munoz Marin Intl Airport - JetBlue Airways
    Transfer Transfers from Airport to Hotel Included
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  • Day at hotel
    DAY 1-2 San Juan - Puerto Rico Hotel Stay - 1 Nights

    Stay in style at Doubletree by Hilton San Juan

    4 star hotel
    Stay in style at Doubletree by Hilton San Juan
    Stay in style at Doubletree by Hilton San Juan
    Stay in style at Doubletree by Hilton San Juan
    Stay in style at Doubletree by Hilton San Juan
    Stay in style at Doubletree by Hilton San Juan
    Stay in style at Doubletree by Hilton San Juan

    'Enjoy a privileged location near vibrant Loiza Street, with its diverse culinary scene and exciting nightlife. This modern, full-service hotel offers relaxed comfort and warm hospitality, starting with a signature Doubletree chocolate chip cookie upon arrival. Stay within walking distance of Ocean Park Beach and enjoy our Beach Club, including an exclusive reserved area, chairs, and towels, along with complimentary transportation. Relax in the private courtyard by the outdoor pool and whirlpool or unwind with a spa treatment at Cloud Spa. Maintain your fitness routine in the 24-hour fitness center, equipped with cardio machines and free weights. Contemporary guest rooms and executive accommodations feature a 55-inch LG flat-screen TV, Wi-Fi, a microwave, a mini-fridge, and plush king and queen beds. A daily resort fee covers access to the Beach Club with lounge chairs, umbrellas, and beach towels, plus bicycle use, bottled water, internet access, and business center services. '

    Transfer Transfers from Hotel to Port Included
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  • Day at Cruise
    Day 2-9 Cruise from San Juan and back
    • Day 2 Cruise departs from San Juan Departs at: 7 pm
      San Juan, Puerto Rico
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      El Morro and La Fortaleza
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      Castillo San Cristóbal
      IgluCruise.Application.ViewModels.Shared.WebImageViewModel?.Description
      The Poet's Passage

      Puerto Rico’s capital city, largest urban area and cultural hub, boasts a myriad of things to do, see and taste for a true sense of all Puerto Rico has to offer. In the old city you'll walk the cobbled streets of the colonial Spanish architecture as well as the impressive defensive works of El Morro and La Fortaleza, dominating the skyline and boasting equally stunning views out of the city and coastline themselves.

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    • Day 3 Day at sea At Sea
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    • Day 4 St. George's, Grenada Arrives at: 9 am, Departs at: 10 pm
      Explore the Charm of St. George’s
      IgluCruise.Application.ViewModels.Shared.WebImageViewModel?.Description
      Underwater Sculptures
      IgluCruise.Application.ViewModels.Shared.WebImageViewModel?.Description
      Fort George
      IgluCruise.Application.ViewModels.Shared.WebImageViewModel?.Description
      Annandale Falls

      Wander through colourful streets, visit historic forts, and enjoy the vibrant culture and stunning beaches of Grenada.

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    • Day 5 Bequia, Grenadines Arrives at: 8 am, Departs at: 10 pm
      Bequia

      The largest island in the Grenadines, Bequia, which translates to 'island of the clouds' is a breathtaking destination with a handful of attractions to explore, including Princess Margaret Beach, the Bequia Heritage Museum and the Old Hegg Turtle Sanctuary which is in easy reach of the island.

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    • Day 6 Mayreau, St. Vincent Arrives at: 8 am, Departs at: 5 pm
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    • Day 7 Les Saintes Arrives at: 10 am, Departs at: 5 pm
      Read more
    • Day 8 Marigot, St. Maarten Arrives at: 8 am, Departs at: 3 pm
      Marigot, St. Marten
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    • Day 9 San Juan Arrives at: 7 am
      Transfer Transfers from Port to Airport Included
      San Juan, Puerto Rico
      IgluCruise.Application.ViewModels.Shared.WebImageViewModel?.Description
      El Morro and La Fortaleza
      IgluCruise.Application.ViewModels.Shared.WebImageViewModel?.Description
      Castillo San Cristóbal
      IgluCruise.Application.ViewModels.Shared.WebImageViewModel?.Description
      The Poet's Passage

      Puerto Rico’s capital city, largest urban area and cultural hub, boasts a myriad of things to do, see and taste for a true sense of all Puerto Rico has to offer. In the old city you'll walk the cobbled streets of the colonial Spanish architecture as well as the impressive defensive works of El Morro and La Fortaleza, dominating the skyline and boasting equally stunning views out of the city and coastline themselves.

      Read more
  • Day at Flight
    DAY 9-10 Flying to London Heathrow from San Juan Luis Munoz Marin Intl
    • Departure time Departs 29 Nov 2026 13:20 (local time) San Juan Luis Munoz Marin Intl Airport - JetBlue Airways
    • 1 stop
    • Arrival time Arrives at 30 Nov 2026 09:30 (local time) London Heathrow Airport - JetBlue Airways
    Read more
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0203 848 3639
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What's included

Included

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Choose to fly from a variety of airports included within the price.

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Choose from a variety of things to entertain yourself including restaurants, bars, theatre, pools and much more.

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Image related to Meals Meals

Breakfast, lunch, dinner and snacks from the buffet and main dining restaurants are all included. Meals from the specialty dining restaurants are additional.

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Your cabin is included in the price of the cruise.

Image related to Port Fees & Taxes Port Fees & Taxes

No surprises. All port fees and taxes are included in the price.

Extras

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Wi-Fi

Wi-Fi isn't included within the base price but is included in the All-Inclusive Fare. Alternatively you can purchase Wi-Fi packages which start at $60 USD for 200MB data.

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Drinks

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Tips

Tips/gratuities are not included in the base cruise fare but are included along with Wi-Fi and alcoholic drinks when upgrading to the All-Inclusive Fare. If you're not on the All-Inclusive Fare, gratuities are typically added to your bill. The recommended gratuity for dining and housekeeping staff is around $14 to $18 per guest, per day, depending on the cruise.

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Speciality Dining

Specialty restaurants allow travellers to enhance their dining experience during the cruise. This is a great way to add variety to your holiday or celebrate a special occasion. You can pay for meals in the special dining restaurants onboard.

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Excursions

If you would like to do any excursions/tours while docked these will be an additional charge. Excursions/tours can’t currently be booked with us online but please contact us after you have made the booking if you would like to add these to your package. Alternatively these can be bought while on the ship but may be more expensive than pre-booking.

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Parking

Car parking at the port or airport for the duration of your trip is not included within the price of the cruise. Port/airport parking can’t currently be booked with us online but please contact us after you have made the booking if you would like to add this to your package. An approximate cost for parking is between £12 - £20 per car per day. Alternatively we can arrange transfers from your home to the departure airport/port.

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Insurance

Insurance is not included in your package. We've partnered with Holiday Extras. They have 40 years of experience and offer excellent insurance cover for your holiday. Their flexible policies offer cruise-specific cover, so you can rest assured that you are completely covered when you go away.
Get a Holiday Extras insurance quote

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Transfers (home to port)

Transfers from your home to the port or airport aren't included but we can help organise coach transfers, taxis etc to make your life easier. Please contact us after you have made the booking if you would like to add these to your package.

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Visa

Visas are not provided by us or the cruise operator. Visas and other travel documents have to be obtained by the individual passengers prior to sailing.
We've partnered with The Travel Visa Company for all your visa needs. They will be able to provide tailored advice and for a fee, assist with arranging your documents.

Ship Facilities

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Star Pride - By Windstar
Good for couples Exploration Informal Luxury Ship Small Ship Yacht style
Year: 05/05/2014 · Refurbished: 2022 · 6 Decks · Max capacity: 312 people
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Cruises on Star Pride

Cabins on Star Pride

Select cabin
  • Outside from £2,749
  • Ocean View Suite £2,749 pp
  • Suite from £2,699
  • Star Porthole Suite £2,699 pp
  • Balcony Suite £3,299 pp
  • Star Balcony Suite £3,299 pp
  • Deluxe Suite £3,999 pp
  • Classic Suite £4,479 pp
  • Owner's Suite £4,999 pp
Select cabin
  • Outside from £2,749
  • Ocean View Suite £2,749 pp
  • Suite from £2,699
  • Star Porthole Suite £2,699 pp
  • Balcony Suite £3,299 pp
  • Star Balcony Suite £3,299 pp
  • Deluxe Suite £3,999 pp
  • Classic Suite £4,479 pp
  • Owner's Suite £4,999 pp
Select cabin
  • Outside from £2,749
  • Ocean View Suite £2,749 pp
  • Suite from £2,699
  • Star Porthole Suite £2,699 pp
  • Balcony Suite £3,299 pp
  • Star Balcony Suite £3,299 pp
  • Deluxe Suite £3,999 pp
  • Classic Suite £4,479 pp
  • Owner's Suite £4,999 pp
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Image related to Star Porthole Suite

Star Porthole Suite

from £2,699 per person

Spacious suites with all the modern amenities you need and porthole windows, perfect for admiring sensational sea views from.

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Ocean View Suite

from £2,749 per person

Stylish suites with premium amenities and large windows letting in lots of natural light, offering up stunning views anytime.

Cabin Size 277 square feet

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Balcony Suite

from £3,299 per person

With a seating area, private balcony and luxury furnishings, these suites provide the perfect place to relax and unwind.

Cabin Size 277 square feet

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Star Balcony Suite

from £3,299 per person

Lavish suites with a comfortable seating area to enjoy, but where your luxurious queen-size bed sits nearer the balcony.

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Deluxe Suite

from £3,999 per person

Almost twice as large as standard suites, these sumptuous staterooms feature a French balcony and all the premium perks.

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Classic Suite

from £4,479 per person

Relish in some of the best views onboard, with forward-facing windows and your own veranda, in these plush spacious suites.

Cabin Size 400 - 530 square feet

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Owner's Suite

from £4,999 per person

Indulge in the ultimate Windstar experience with these expansive two-bedroom suites, complete with all the premium perks.

Cabin Size 575 square feet

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To book an accessible cabin, please give us a call 020 3991 1166

Iglu Cruise customer reviews for Star Pride

5.0
star star star star star
Based on 1 reviews
Cabin
5
Service
5
Excursions
5
Dining
5
Activities
5
Value for money
5
Entertainment
5
star star star star star

Great cruise and enjoyed the small boat experience. Informal and opportunity to really get to know crew and other guests while visiting small ports that other cruise ships can’t access. Only a few other UK guests- mostly US /Canada. Qloved it so much planning further cruise next year

user
user
1 cruise
25 Jan 2019
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Terms and Conditions

All offers and prices are subject to change and availability at time of enquiry. Prices are based on two passengers sharing unless otherwise stated and are subject to the Tour Operator's terms and conditions. Cabin and Flight supplements may apply. Other supplements may apply in addition to the price shown above. Flight details, timings and routing may be subject to alteration. Other tour operator charges may also apply. Any Onboard Spending money or drinks package value shown will be per cabin, again based on two sharing.

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