Island Harbour Vacations from $1,121

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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.

The Latest Island Harbour vacation packages

Price found within the past 48 hours. Click for updated prices.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,349, price is now $1,121 per person
$1,121
per person
Feb 19 - Feb 23
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to The Valley (AXA)
8/10 Very Good! (255 reviews)
The best value on the island on the most beautiful beach

Reviewed on Dec 29, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $18,707, price is now $12,593 per person
$12,593
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
No reviews
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $4,566, price is now $3,402 per person
$3,402
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
9.4/10 Exceptional! (89 reviews)
Beautiful pool and grounds, beach is so nice and staff at hotel were great.

Reviewed on Nov 25, 2025

Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $8,060, price is now $6,703 per person
$6,703
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
9.8/10 Exceptional! (27 reviews)
The property is beautiful and the best for a relaxing time. The rooms are so nice and when I arrived to my room they welcomed me with so many special details. The restaurant by the beach was so nice and staff is very welcoming. Definitely recommend especially if you just want peace

Reviewed on Jun 6, 2025

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $4,404, price is now $3,803 per person
$3,803
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
9.6/10 Exceptional! (241 reviews)
The room was gorgeous, the grounds stunning, the staff was extremely friendly 10/10 recommend

Reviewed on Jan 7, 2026

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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

What to do in Island Harbour

Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

$135
per adult
86% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
Anguilla In Style

Anguilla In Style

$149
per adult
Anguilla In Style
Authentic Anguilla sail adventure

Little Bay Half-Day Sail & Snorkel Adventure

$255
per adult
Little Bay Half-Day Sail & Snorkel Adventure
See all activities in Island Harbour

Island Harbour Hotel Deals

Lovely 6-bedroom Villa with Pool

Lovely 6-bedroom Villa with Pool

Island Harbor Anguilla
$3,704 nightly
The price is $4,004 total per night from Jan 12 to Jan 13
$4,004 total
Jan 12 - Jan 13
Total with taxes and fees
Lovely 6-bedroom Villa with Pool
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! (34 reviews)
Host and amenities were great, but the bed was horrible. Old and too soft! I got a back ache and was so glad to go home. In addition, they sprayed perfume or scented fabric softener on the hand towels! Yeck. This last part was easily solved, I just used another bath towel instead of a hand towel.Views ...

Reviewed on Nov 29, 2025

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

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Island Harbour Anguilla
9.8/10 Exceptional! (21 reviews)
Rueben’s villa was AMAZING!!! Cannot recommend it enough-if you are staying on this part of Anguilla or need space for multiple families like we did, his place was perfect!! Also the property manager was wonderful too-five stars all around !!

Reviewed on Dec 22, 2025

Get rates
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
See all 341 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.

Find the Best Island Harbour Vacation Packages

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 Harbor Beach, just 0.5 miles from the downtown area, and live out your vacation fantasies without hurting your budget.

Island Harbour Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Clayton J. Lloyd Intl. Airport (AXA)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Shoal Bay Beach, Maundays Bay and Crocus Bay Beach

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Frequently asked questions

How much does an Island Harbour vacation package cost?
You can pick up a vacation package to this destination from $1,121 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?
If you're looking to score a cheap Island Harbour vacation package, consider traveling in January, August and December. You're likely to find lower prices on flights and accommodations during these months — ideal for a budget-friendly break.
How many days is enough for Island Harbour?
You can easily visit all the leading sights in Island Harbour within a few days, including the popular Scilly Cay. If you want a longer Island Harbour vacation, check out what kind of excursions and activities are available nearby.
Is it worth booking a vacation package to Island Harbour?
Well known for its walking trails, fishing and underwater activities, an Island Harbour vacation is a hit with all types of travelers. Be sure to check out main sights like Island Harbor Beach and Scilly Cay, and consider renting a car for day trips to discover even more.
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 when to get away: Check your diary and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Island Harbour.
  2. Set your budget: Factor in costs like transportation, flights and meals when working out how much to put aside for your trip to Island Harbour. Then, pick a hotel that works with your budget, whether that's an affordable stay or a deluxe getaway.
  3. Explore Island Harbour using our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Island Harbour. You can also save your must-visit places, collaborate with family and friends and manage all your plans in one place.
  4. Decide how long to go for: Now that you're more familiar with Island Harbour, you can work out the perfect length of your break. Put together a rough plan and give yourself enough time for all the things you want to do.
  5. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the right Island Harbour vacation package for you.
  6. Book any day trips or activities: Here's the fun part — organizing everything you want to do and see. Explore some of the best things to do in Island Harbour in Island Harbour and book your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Island Harbour vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Island Harbour vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

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