Island Harbour Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Island Harbour vacation deals
- Paradise Cove Resort
Oct 14 - Oct 17Paradise Cove Resort + Flight
Cove Bay3 nights2.5 star property8.0/10 - Very good (47 reviews)"Great staff. Spacious and very clean rooms. Must have a car. In between seasons, yacuzzi nor hot tubs were operational (waiting for parts)."Reviewed March 28, 2026Roundtrip • Toronto (YTO) - The Valley (AXA)YYZ - AXA • 1 stop AXA - YYZ • 1 stopCA $1,379CA $1,276found 8 hours agoper traveller - Genesis Residences
Oct 14 - Oct 17Genesis Residences + Flight
Cove Bay3 nights2.5 star property9.8/10 - Exceptional (8 reviews)"Our stay at Genesis Residence in Anguilla was absolutely wonderful! The property was beautiful, clean, comfortable, and in an excellent location with easy access to some of the island’s best beaches, restaurants, and attractions. What truly made our experience exceptional was the staff. Geraldine was incredibly friendly, attentive, and genuinely committed to making sure we had everything we needed. The warm hospitality made us feel right at home from the moment we arrived. If you’re looking..."Reviewed July 24, 2026Roundtrip • Toronto (YTO) - The Valley (AXA)YYZ - AXA • 1 stop AXA - YYZ • 1 stopCA $1,609CA $1,450found 8 hours agoper traveller - 6 BR Villa With Concierge Amenities Pool
Aug 29 - Sept 36 BR Villa With Concierge Amenities Pool + Flight
The Valley5 nights2.0 star propertyRoundtrip • Toronto (YTO) - The Valley (AXA)YYZ - AXA • 3 stops AXA - YYZ • 3 stopsCA $11,382CA $10,496found 1 day agoper traveller - 6 BR Villa On Crocus Bay With Pool Concierge
Aug 29 - Sept 36 BR Villa On Crocus Bay With Pool Concierge + Flight
The Valley5 nights2.0 star propertyRoundtrip • Toronto (YTO) - The Valley (AXA)YYZ - AXA • 3 stops AXA - YYZ • 3 stopsCA $10,863CA $10,034found 1 day agoper traveller - La Vue Boutique Inn
Oct 14 - Oct 19La Vue Boutique Inn + Flight
Sandy Ground5 nights3.5 star property9.0/10 - Wonderful (254 reviews)"I loved everything about my stay, the staff was helpful and friendly. I highly recommend this place to stay"Reviewed July 18, 2026Roundtrip • Toronto (YYZ) - The Valley (AXA)YYZ - AXA • 1 stop AXA - YYZ • 3 stopsCA $2,303CA $2,127found 1 day agoper traveller
Where to stay in Island Harbour
Sea Rocks
Discover the most popular places to visit in Island Harbour
What to do in Island Harbour
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
Anguilla Based: 2-Hr Group Snorkel at Little Bay Marine Park.
Island Harbour Hotel Deals
Zemi Beach House, LXR Hotels & Resorts
Zemi Beach House, LXR Hotels & Resorts
Anguilla Great House Beach Resort
Anguilla Great House Beach Resort
Frequently Asked Questions
How much does an Island Harbour vacation package cost?
You'll find cheap prices from CA $1,276 on Expedia for your Island Harbour escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Island Harbour costs.
What are the cheapest months to go to Island Harbour?
To pick up cheap Island Harbour vacation packages, organize your trip outside of peak times such as public holidays. You'll typically find lower prices and better availability for flights and hotels.
How many days is enough for Island Harbour?
We suggest planning an Island Harbour vacation for around 4 days. This will allow you time to tick off popular sights including Island Harbour Beach and Little Bay, as well as explore neighbourhoods like Sea Rocks and Sandy Hill. You might even be able to make time for a day trip beyond Island Harbour.
Is it worth booking a vacation package to Island Harbour?
Whether you'd like to explore attractions such as Island Harbour Beach and Scilly Cay on your Island Harbour vacation, or coming for its great underwater activities, walking trails and festivals, there's something for everyone here. With so many things to see and do, you'll soon learn why so many people think Island Harbour is a good vacation destination.
How to find the best Island Harbour package deals?
Use Expedia's filter tool to find some unbeatable Island Harbour package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Island Harbour package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book an Island Harbour vacation as a package?
You can enjoy significant savings on your Island Harbour retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Island Harbour?
Land incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Island Harbour adventure.
How to plan a trip to Island Harbour?
- Choose your dates: The things you plan to do in Island Harbour and your preferred season will help you decide when to go.
- Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Island Harbour.
- Decide your trip length: Think about how much time you'd like to spend discovering Island Harbour. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose an Island Harbour vacation package that brings all your bookings together.