Island Harbour Vacation Packages

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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.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Sandy Ground
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to The Valley (AXA)
8.8/10 Excellent! (179 reviews)
Nice view of harbor area. Room was spacious and clean. Centrally located on the island so easy to get around.

Reviewed on May 20, 2025

Genesis Residences

Genesis Residences

2.5 out of 5
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to The Valley (AXA)
No reviews
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
per person
Aug 14 - Aug 21
found 15 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to The Valley (AXA)
8/10 Very Good! (231 reviews)
This is a great spot. Right on the beach and beautiful. The staff was very accommodating. The rooms could have been a little more furnished, but it was truly all you really needed. My issue was with my television and not having a “Do not disturb” sign. One of the young ladies found one and brought it to my room. I had a great day.

Reviewed on Jun. 19, 2025

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Aug 18 - Aug 23
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (153 reviews)
Great place for the kids

Reviewed on Jul. 10, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 23
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
No reviews

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?

 

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Island Harbour Hotel Deals

Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla
Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla
Canifest
9.6/10 Exceptional! (10 reviews)
Anguilla and surrounding Islands
"It was the relaxing stay on an island with beautiful beaches that we needed to get away, from the New York City Life style."

Reviewed on May 17, 2025

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Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Island Harbour
10/10 Exceptional! (4 reviews)
Family Vacay
"The property has gorgeous views and great snorkeling. Plenty of room for our party of 12. We had a wonderful time here!"

Reviewed on Jul. 7, 2025

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Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Shoal Bay
nice location
"Zen house is in a good location. beautiful beach 2 minute drive. Everything good!"

Reviewed on Feb. 1, 2025

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Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
See all 355 properties in Island Harbour
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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.

Scilly Cay

What to do in Island Harbour

Little Bay

Anguilla Getaway Cruise

CA $191
per adult
90% of travellers recommend
Anguilla Getaway Cruise
Pinel Island!!

Best Of Full-Day Snorkeling and Beach Excursion with Hot Lunch in Sint Maarten

CA $191
per adult
100% of travellers recommend
Best Of Full-Day Snorkeling and Beach Excursion with Hot Lunch in Sint Maarten
Plage de Saint-Jean

Full-Day St Barth Private Charter Tour

CA $2,709
per traveller
Full-Day St Barth Private Charter Tour
See all activities in Island Harbour

Frequently asked questions

How much does an Island Harbour vacation package cost?
You'll find cheap prices from CA $1,531 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.