A beach with a boat, a mountain, and buildings in the background.

Island Harbour Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Island Harbour vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Aug 27 - Aug 31

    Anguilla Great House Beach Resort + Flight

    Rendezvous Bay
    4 nights
    3.5 star property
    8.2/10 - Very good (332 reviews)
    "The location is excellent, just a few steps to the beach. The people are very friendly and nice, always helpful and ready to help out. My room was clean and spacious, good size bathroom, great balcony. Next time I will book a room with sea view, in general the grounds could get a little TLC."
    Reviewed June 21, 2026
    Roundtrip Toronto (YYZ) - The Valley (AXA)
    YYZ - SXMNonstop SXM - YYZNonstop
    CA $1,381
    CA $1,297
    per traveller
    found 13 hours ago
    Anguilla Great House Beach Resort
  • Aug 19 - Aug 22

    Malliouhana Resort Anguilla + Flight

    West End Village
    2 nights
    5.0 star property
    9.6/10 - Exceptional (102 reviews)
    Roundtrip Toronto (YYZ) - The Valley (AXA)
    YYZ - AXA3 stops AXA - YYZ2 stops
    CA $3,398
    CA $3,169
    per traveller
    found 1 day ago
    Malliouhana Resort Anguilla
  • Aug 19 - Aug 22

    Genesis Residences + Flight

    Cove Bay
    2 nights
    2.5 star property
    9.8/10 - Exceptional (7 reviews)
    "Everything!"
    Reviewed July 6, 2026
    Roundtrip Toronto (YYZ) - The Valley (AXA)
    YYZ - AXA3 stops AXA - YYZ2 stops
    CA $2,792
    CA $2,714
    per traveller
    found 1 day ago
    Genesis Residences
  • Aug 19 - Aug 22

    Edwards Guesthouse + Flight

    Sandy Ground
    2 nights
    2.5 star property
    9.0/10 - Wonderful (125 reviews)
    "It’s fine if you just need a place to sleep and shower."
    Reviewed July 13, 2026
    Roundtrip Toronto (YYZ) - The Valley (AXA)
    YYZ - AXA3 stops AXA - YYZ2 stops
    CA $2,475
    CA $2,414
    per traveller
    found 1 day ago
    Edwards Guesthouse
  • Aug 19 - Aug 22

    La Vue Boutique Inn + Flight

    Sandy Ground
    2 nights
    3.5 star property
    9.0/10 - 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, 2026
    Roundtrip Toronto (YYZ) - The Valley (AXA)
    YYZ - AXA3 stops AXA - YYZ2 stops
    CA $2,588
    CA $2,542
    per traveller
    found 1 day ago
    La Vue Boutique Inn

Where to stay in Island Harbour

Find the best Island Harbour areas and neighborhoods for the activities you enjoy most.

Sea Rocks

While Sea Rocks might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Island Harbor Beach and Scilly Cay.

Discover the most popular places to visit in Island Harbour

What to do in Island Harbour

Island Harbour Hotel Deals

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.

Frequently Asked Questions

How much does an Island Harbour vacation package cost?

You'll find cheap prices from CA $1,297 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?

  1. Choose your dates: The things you plan to do in Island Harbour and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.

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