Title: Island Harbour Vacation Packages & Trips 2026 from CA $1,066 | Expedia.ca

[Hotels in Island Harbour](https://expedia.ca/Island-Harbour-Hotels.d6311340.Travel-Guide-Hotels)[Vacation Rentals in Island Harbour](https://expedia.ca/Island-Harbour-Vacation-Rentals.d6311340.Travel-Guide-VacationRentals)[Island Harbour Car Rentals](https://expedia.ca/Car-Rentals-In-Island-Harbour.d6311340.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6311340/a9ed7096-27c7-474d-8900-667b3a98b536.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Island Harbour Vacation Packages

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

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#### Your Island Harbour Vacation

When you organize a vacation package to Island Harbour, you can relax and enjoy your getaway knowing that all your travel plans are in order. Uncover the wonders of this vibrant city from your base in a neighborhood like Little Dix, which is good for coastal beaches. [Shoal Bay Beach](https://www.expedia.ca/Shoal-Bay-Beach-Shoal-Bay.d6097390.Vacation-Attraction), [Crocus Bay Beach](https://www.expedia.ca/Crocus-Bay-Beach-The-Valley.d553248621556026966.Vacation-Attraction) and [Sandy Hill Beach](https://www.expedia.ca/Sandy-Hill-Beach-The-Valley.d553248621556026968.Vacation-Attraction) are just some of the many sights worth checking out during your trip to Island Harbour. Your dream Island Harbour vacation is a few clicks away. Search hotels, airfares and more on Expedia for a getaway that's tailored to suit your style.

## Top Island Harbour Vacation Deals

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

![Anguilla Great House Beach Resort](https://images.trvl-media.com/lodging/1000000/900000/894300/894275/7dfcb312_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Anguilla Great House Beach Resort

CA $1,066

per person

Jun 1 - Jun 5

found 10 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to The Valley (AXA)

8.2/10 Very Good! (294 reviews)

Although the Room was clean and spacious, the sparse furnishings were very noticeable. There was neither shower curtain nor soap holder in the bathroom. Absent also was a box of face tissues. However, the room attendants were very friendly. Overall we enjoyed our stay. We feel that the property needs some improvements especially the bedrooms.

Reviewed on Mar 19, 2026

![Rendezvous Bay Hotel](https://images.trvl-media.com/lodging/84000000/83360000/83357600/83357565/643ad45d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Rendezvous Bay Hotel

CA $2,518

per person

May 8 - May 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to The Valley (AXA)

9.4/10 Exceptional! (28 reviews)

Great staff and beautiful location! Highly recommend.

Reviewed on Dec 24, 2025

![Zemi Beach House, LXR Hotels & Resorts](https://images.trvl-media.com/lodging/14000000/13070000/13067000/13066946/cacabd24_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Zemi Beach House, LXR Hotels & Resorts

CA $4,313

per person

May 14 - May 18

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to The Valley (AXA)

9.6/10 Exceptional! (254 reviews)

Place was gorgeous. Staff was the best part!! Great service. Beach is stunning. Lots of bars to walk to.

Reviewed on Mar 20, 2026

![Quintessence Hotel Anguilla](https://images.trvl-media.com/lodging/39000000/38250000/38246700/38246670/4452bc86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Quintessence Hotel Anguilla

CA $2,365

per person

Jun 1 - Jun 5

found 10 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to The Valley (AXA)

9.8/10 Exceptional! (33 reviews)

Loved this place! Loved the pool, hot tub, rooms and beach! Can’t wait to come back to relax and enjoy this resort!

Reviewed on Mar 22, 2026

![Four Seasons Resort and Residences Anguilla](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745402/2af9a826_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Four Seasons Resort and Residences Anguilla

CA $8,249

per person

Jun 8 - Jun 15

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to The Valley (AXA)

9.6/10 Exceptional! (247 reviews)

Everything was amazing!

Reviewed on Dec 9, 2025

## Island Harbour Beach Vacation

Listen to the soothing sound of waves rolling into the shore and gaze out over the sparkling waters during your Island Harbour vacation. If you're craving some time out, a trip to Island Harbour is your ticket to rest and relaxation. We have plenty of Island Harbour packages to select from. Book one near Island Harbour Beach, just 0.80 kilometres from the downtown area, and live out your vacation fantasies without hurting your budget.

## Ready to book your vacation to Island Harbour?

Choose your dates

## Island Harbour Hotel Deals

![Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families](https://images.trvl-media.com/lodging/35000000/34530000/34520400/34520395/bfe451ab_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

 Island Harbour Anguilla

10/10 Exceptional! (31 reviews)

Location, very well equipped, was true to description and the responsiveness of the host and property manager was excellent

Reviewed on Feb 24, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=34520395&PinnedHotelID=34520395&HadPinnedHotel=true&regionId=6311340)

[](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=34520395&PinnedHotelID=34520395&HadPinnedHotel=true&regionId=6311340)

![Zen is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!](https://images.trvl-media.com/lodging/98000000/97100000/97094100/97094078/cae1643f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

 Shoal Bay 

9/10 Wonderful! (2 reviews)

nice location

Zen house is in a good location. beautiful beach 2 minute drive. Everything good!

Reviewed on Feb 1, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=97094078&PinnedHotelID=97094078&HadPinnedHotel=true&regionId=6311340)

[](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=97094078&PinnedHotelID=97094078&HadPinnedHotel=true&regionId=6311340)

![Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!](https://images.trvl-media.com/lodging/97000000/96520000/96517800/96517704/6afecdd7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

 Island Harbour Anguilla

10/10 Exceptional! (6 reviews)

This beautiful villa lived up to all our expectations. The location and the views can’t be beat.The villa was just what my family had hoped. It is well appointed and stocked with all the things you would hope to find. Great beach necessities including snorkeling gear. The kitchen and appliances are ...

Reviewed on Feb 21, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=96517704&PinnedHotelID=96517704&HadPinnedHotel=true&regionId=6311340)

[](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=96517704&PinnedHotelID=96517704&HadPinnedHotel=true&regionId=6311340)

[See all 365 properties in Island Harbour](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&regionId=6311340)

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 Island Harbour

#### Scilly Cay

Explore the lovely green spaces of Scilly Cay and enjoy the snorkeling spots in Island Harbour. Stroll along the seaside in this quaint area, or check out its top-notch restaurants. 

[](https://expedia.ca/Scilly-Cay-Island-Harbour.d6311545.Vacation-Attraction)

### What to do in Island Harbour

![Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch](https://mediaim.expedia.com/localexpert/253890/d274df1d-9f81-4354-a1c1-f79cd9ab0b2e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

CA $185

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/mambo-catamaran-cruise-to-rendezvous-bay-anguilla-with-lunch.a253890.activity-details)

![Anguilla In Style ](https://mediaim.expedia.com/localexpert/50296510/ab5716f2-a878-4b58-b830-45a9def77c00.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anguilla In Style

CA $204

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/anguilla-in-style.a50296510.activity-details)

![The Original Eco Tour Full-Day Around the Island of Sint Maarten](https://mediaim.expedia.com/localexpert/666862/9ac93b8a-5d83-4308-892a-4b369c2fed2f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Original Eco Tour Full-Day Around the Island of Sint Maarten

CA $204

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/the-original-eco-tour-full-day-around-the-island-of-sint-maarten.a666862.activity-details)

[See all activities in Island Harbour](https://expedia.ca/things-to-do/search?rid=6311340)

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