Island Harbour Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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, Crocus Bay Beach and Sandy Hill Beach 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.
Edwards Guesthouse
Aurora Anguilla Resort & Golf Club
Anguilla Great House Beach Resort
Malliouhana Resort Anguilla
Coralito Bay Suites & Villas

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

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

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Island Harbour
9.8/10 Exceptional! (44 reviews)
"We loved our stay at Clear view Villa! The villa had everything we needed and we really enjoyed the view!"

Reviewed on Apr 25, 2026

Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is CA $199 per night from Jul 1 to Jul 2
CA $199
CA $273 total
Jul 1 - Jul 2
includes taxes & fees
9.8/10 Exceptional! (9 reviews)
"We had such a wonderful experience at this property! The space was spotless, cozy, beautifully finished, and matched the description perfectly. The location was great, walking distance to a bakery with delicious pastries, and just a few minutes' drive to beaches, shops, and restaurants. Communication ..."

Reviewed on Mar 24, 2026

Cozy one bedroom studio
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.

Stay near popular Island Harbour attractions

What to do in Island Harbour

Frequently asked questions

How much does an Island Harbour vacation package cost?
You'll find cheap prices from CA $2,008 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.

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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.