Anguilla may have travel restrictions in place, including self-quarantine, due to COVID-19.

Find out moreOpens in new tab or window

Island Harbour Vacation Packages

Choose two or more items and save on your trip:

Top Hotels in Island Harbour

The Penthouses at Andys Castle - Near Shoal Bay Beach
The Penthouses at Andys Castle - Near Shoal Bay Beach
Andy’s Castle, Island Harbour
Get Rates
5/5Exceptional! (1 review)
Great Vacation at the Sunrise

"This is our second visit to Anguilla and we enjoyed our stay at Sunrise. Ronya and Andy are lovely hosts. The Sunrise penthouse is beautifully decorated, comfortable and very spacious. It had everything we needed to enjoy our 8 days. It is 5 minute drive to Shoal Bay East, our favorite beach. There ..."…"

Reviewed on Mar. 15, 2020

The Penthouses at Andys Castle - Near Shoal Bay Beach
Moonlight Cottage in Island Harbour Anguilla . Home Away From Home
Moonlight Cottage in Island Harbour Anguilla . Home Away From Home
harbour ridge, unit 1, Island Harbour, anguilla
Get Rates
Moonlight Cottage in Island Harbour Anguilla . Home Away From Home
Arawak Beach Inn
Arawak Beach Inn
2.5 out of 5
Island Harbour Beach, P.O. Box 1403 The Valley, Island Harbour
Get Rates
3.4/5 (66 reviews)
Another excellent stay at Arawak Beach Inn

"Great stay in a great room, with great service, excellent restaurant and an awesome view."…"

Reviewed on Aug. 3, 2016

Arawak Beach Inn
See all 366 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.

Island Harbour Beach Vacation

The smell of salty sea air and gorgeous coastal vistas are just the start of things to look forward to on your Island Harbour vacation. If you want to save on your trip to Island Harbour, here's a tip — opt for one of our Island Harbour vacation deals. Lock in one near Captain's Bay Beach, just 1 mile (2 km) from the center of town and a must-see while here. Alternatively, pick a package that puts you close to Island Harbor Beach, another stunning stretch of coast. Whichever you choose, you'll be left with extra dollars in your vacation budget to play with.

Things You Should Know About Island Harbour

  • If your idea of vacation bliss includes being just steps from the shoreline, the scent of salty air drifting through your window and crashing waves lulling you to sleep, check out our Island Harbour beach hotels.
  • Villas are one more popular choice for a visit to Island Harbour. Anguilla Breeze and Villa Exclusivity at Captain's Bay have everything you need to make your beach vacation enjoyable.

Frequently asked questions

How much does an Island Harbour vacation package cost?
The most affordable Island Harbour package is , so your dream trip can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to create a package that’s perfect for you.
If I'm not able to travel, can I cancel my Island Harbour vacation package?
We totally understand that life doesn’t always go according to plan. If you’ve locked in an Island Harbour vacation package and have to cancel or amend it, we can help. We suggest visiting our Customer Service Portal first for information. But generally, if you’ve taken out your package in the last 24 hours, you may be able to change your itinerary free of charge. If it’s been more than 24 hours, your hotel, airline or car rental company may impose a fee.
How do I get a cheap travel package to Island Harbour?
Find flights that fit your schedule, add a hotel to your booking and watch the savings rack up. It’s that easy! With an Island Harbour vacation package, you can save up to C$590 on your next amazing adventure. From hotels and flights to tours and rental cars, Expedia is where your cheap getaway begins. And with more than 400 airlines and 321,000 properties around the world to select from, you won’t be short of choice.
What are the top hotels in Island Harbour?
One of the top places to stay in Island Harbour is Arawak Beach Inn, in the Sea Rocks area. Explore the city by day and then rest up in this comfortable option after the sun has gone down.
When is the best time of year to visit Island Harbour?
is the best month to vacation in Island Harbour if you’re on a budget. is a more expensive month by comparison, so be prepared to pay top dollar if you visit then. If you’d prefer to bypass the crowds, consider making the trip in . However, there’s plenty to love about traveling in high season. Island Harbour is arguably at its finest in .
How far in advance should I book my Island Harbour vacation?
While not all airlines release ticket prices early, it’s usually possible to compare international flights on Expedia up to 12 months in advance. This is when you’ll score some fantastic deals. If you’ve left everything to the last minute, you might still get lucky. Discounted prices occasionally emerge only weeks before departure.
What does an Expedia Island Harbour travel package include?
Flights, rental cars and hotels — you’ll discover them all here. With Expedia, you can shape your Island Harbour travel package your way. All you have to do is determine exactly what you need. Once you’ve made your booking, you can add on extras like experiences and activities. The more you bundle, the greater your savings!
What should I know before booking an Island Harbour travel package?
You’ll enjoy terrific savings when you combine your flights, hotels and rental cars into a package. Not just that, booking everything in one spot just makes things easier. So why waste money or time? Whether you’re putting together a ritzy romantic getaway or a low-cost family road trip, take a look at our package deals today.
Does Expedia offer Book Now, Pay Later Island Harbour vacation packages?
Your bank balance shouldn’t prevent you from getting the best out of your vacation, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Affirm, it’s easy to book a terrific getaway that won’t break the bank. Simply Book Now, Pay Later and take the worry out of planning for your journey.
Can I choose my airline with an Island Harbour Expedia vacation package?
You can, and with over 550 airlines to select from around the world, you have plenty of choice. Look through the available options and find out which airline suits your budget and needs.

More trip options