Title: Windward Islands Vacation Packages & Trips 2026 from CA $467 | Expedia.ca

[Windward Islands Travel Guide](https://expedia.ca/Windward-Islands.dx553248635976409626)[Hotels in Windward Islands](https://expedia.ca/Windward-Islands-Hotels.0-l553248635976409626-0.Travel-Guide-Filter-Hotels)[Vacation Rentals in Windward Islands](https://expedia.ca/Windward-Islands-Vacation-Rentals.d553248635976409626.Travel-Guide-VacationRentals)[Windward Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Windward-Islands.d553248635976409626.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635976409626/e2dde351-a30d-4d3a-8b41-8a16ce9b3f28.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windward Islands Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

## Top Windward Islands Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Rio Hotel & Casino, a Destination by Hyatt Hotel](https://images.trvl-media.com/lodging/1000000/20000/19900/19837/w2160h1608x0y0-e07688de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Rio Hotel & Casino, a Destination by Hyatt Hotel

CA $467

per person

Apr 14 - Apr 18

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Las Vegas (LAS)

7.8/10 Good! (6,684 reviews)

Clean room , 17th floor nice view

Reviewed on Feb 11, 2026

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

CA $1,025

per person

Apr 21 - Apr 26

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 2026

![Hollywood Inn Suites Hotel](https://images.trvl-media.com/lodging/28000000/27240000/27238100/27238098/918a7f8f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hollywood Inn Suites Hotel

CA $750

per person

Apr 9 - Apr 14

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Los Angeles (LAX)

8.2/10 Very Good! (1,622 reviews)

Clean room, easy parking and convenient

Reviewed on Feb 10, 2026

![Conrad Las Vegas at Resorts World](https://images.trvl-media.com/lodging/61000000/60890000/60884500/60884493/deb4038f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Conrad Las Vegas at Resorts World

Las Vegas Strip

CA $625

per person

Apr 14 - Apr 18

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Las Vegas (LAS)

8.8/10 Excellent! (6,183 reviews)

Love the Conrad also love crocksford

Reviewed on Feb 10, 2026

![Las Vegas Hilton at Resorts World](https://images.trvl-media.com/lodging/61000000/60890000/60884500/60884491/8abf7eef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Las Vegas Hilton at Resorts World

CA $497

per person

Apr 14 - Apr 18

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Las Vegas (LAS)

8.8/10 Excellent! (13,831 reviews)

Very nice hotel. Super friendly staff. Love the daily 100 dolls I got from drinks ! Wow. Me and my 3 friends were amazed !! Go Hilton ! I got a late checkout at 2 pm. For being an honor member. Simple excellence. Thank you Hilton !!

Reviewed on Feb 11, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248635976409626)

## Ready to book your vacation to Windward Islands?

Choose your dates

## Windward Islands Hotel Deals

![Radisson Grenada Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/16300/16281/99bd052a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Radisson Grenada Beach Resort

Grand Anse St. George's 

Fully refundable

CA $308

CA $370 total

Mar 14 - Mar 15

includes taxes & fees

8.2/10 Very Good! (1,552 reviews)

The breakfast buffet is great. Our room was nice, but at first we didn’t have water when we got there. They fixed it and we had a beautiful view of the Caribbean Sea.

Reviewed on Feb 11, 2026

[](https://expedia.ca/Hotel-Search?startDate=14%2F03%2F2026&endDate=15%2F03%2F2026&selected=16281&PinnedHotelID=16281&HadPinnedHotel=true&regionId=553248635976409626)

![Siesta Hotel](https://images.trvl-media.com/lodging/1000000/450000/443100/443089/1caf2548_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Siesta Hotel

Morne Rouge Street St. George's 

CA $136

CA $163 total

Feb 15 - Feb 16

includes taxes & fees

8.8/10 Excellent! (1,013 reviews)

Siesta Hotel was exactly what we were looking for - simple, clean and no frills, but just a short walk to the beach, several excellent restaurants, and the shopping mall. The staff was superb and quick to help with anything we needed. We wouldn't hesitate to stay here again.

Reviewed on Feb 7, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=443089&PinnedHotelID=443089&HadPinnedHotel=true&regionId=553248635976409626)

![Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort](https://images.trvl-media.com/lodging/16000000/15450000/15447000/15446956/5f1d48a1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

Gros Islet Gros Islet 

Fully refundableReserve now, pay when you stay

CA $745

CA $745 total

Mar 9 - Mar 10

includes taxes & fees

7.6/10 Good! (1,003 reviews)

We had an amazing time! The staff went above and beyond to make sure all of our needs were met. the staffs that welcome expedia menbers make sure we are very happy with everthing.

Reviewed on Feb 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=15446956&PinnedHotelID=15446956&HadPinnedHotel=true&regionId=553248635976409626)

[See all 6,677 properties in Windward Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F02%2F2026&endDate=14%2F02%2F2026&regionId=553248635976409626)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Windward Islands

![ellow and red lifeguard booth on Grand Anse Beach on Grenada Island](https://images.trvl-media.com/place/6073167/96524ea8-f64a-4e15-bade-e3a517ca2e7e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Grand Anse Beach

4.5/5(31 reviews)

If a restful vacation is part of your travel plans, Grand Anse Beach might be the perfect place to seek out during your trip to Grand Anse. Make time to visit the area's shops, or simply enjoy its top-notch restaurants. 

[](https://expedia.ca/Grand-Anse-Beach-Grenada.d6073167.Vacation-Attraction)

![Gros Piton](https://images.trvl-media.com/place/6273458/65c1d679-0d62-4056-84c6-a3f4ad3c4d4b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Gros Piton

5/5(27 reviews)

Explore one of the most famous sites in Soufrière, a gigantic volcanic peak rising from the sea that attracts visitors from all over the world.

[](https://expedia.ca/Gros-Piton-Soufriere.d6273458.Vacation-Attraction)

![Anse Chastanet Beach](https://images.trvl-media.com/place/6067561/b7099683-58ae-4932-bd36-7539b46bd0fb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anse Chastanet Beach

4.5/5(32 reviews)

Enjoy a pleasant Caribbean beach day surrounded by abundant natural beauty. Relax sunbathing on dark sand and snorkeling in crystal-clear waters.

[](https://expedia.ca/Anse-Chastanet-Beach-Soufriere.d6067561.Vacation-Attraction)

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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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