Island Harbour Vacations

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Find the Best Island Harbour Vacation Packages

Island Harbour Hotel Deals

The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach
The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach
Canifest
9.8/10 Exceptional! (8 reviews)
3 Days of Sun and Fun
"Our Hosts were lovely and very helpful recommending beaches to go to and restaurants to dine at. The Penthouse has an easy layout, comfy beds and seating areas for easy conversations."

Reviewed on 28 February 2025

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The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach
Breathtaking Shoal Bay Villa
Breathtaking Shoal Bay Villa
Sea Rocks Retreat
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Breathtaking Shoal Bay Villa
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Island Harbour
10/10 Exceptional! (3 reviews)
Amazing Anguilla vacation
"Caribbean Rhapsody was truly a perfect place to stay in Anguilla. The pictures don't do it justice. Amazing ocean views, falling asleep to crashing Waves every night. Absolutely perfect. The villa was also amazing. It is actually set up as 3 separate units with shared spaces, each with their own ..."

Reviewed on 24 January 2025

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Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
See all 375 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.

Frequently asked questions

How much does an Island Harbour vacation package cost?
You can pick up a vacation package to this destination on Expedia. But how much your vacation to Island Harbour costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Island Harbour?
The off-season is the best time to travel to Island Harbour if you’re hoping to keep costs down. Another tip for getting cheap Island Harbour vacation packages? Avoid visiting during public holidays and any major events or festivals.
How to find the best Island Harbour package deals?
Use Expedia’s filter tool to help you find some fabulous Island Harbour package deals. When you start your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your trip for midweek, or search for Island Harbour package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it’s usually best to lock in 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 next Island Harbour break by booking a personalized vacation package. Click on the “Package” heading, then enter your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Island Harbour?
If you have your Island Harbour vacation dates confirmed, book as early as you can to score some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Island Harbour?

  1. Choose your dates: What you plan to do in Island Harbour and your favorite season will help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to flights and activities. Your hotel will probably be the largest expense during your trip to Island Harbour.
  3. Decide how many days away: Start by compiling a list of the attractions you’d like to get to in Island Harbour. Then, estimate how long you’ll need at each, along with any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that’s left is to pick an Island Harbour vacation package that brings all your bookings together.

Discover the most popular places to visit in Island Harbour

Island Harbor Beach

Why not spend a carefree afternoon at Island Harbor Beach during your travels in Island Harbour? Wander the parks and waterfront while you're in the area.

Island Harbor Beach

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

Captain's Bay Beach

If a restful vacation is part of your travel plans, Captain's Bay Beach might be the perfect place to seek out during your trip to Island Harbour. Wander the parks and waterfront while you're in the area.

Captain's Bay Beach