Island Harbour Vacations from $2,320
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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.
Rendezvous Bay Hotel
$2,320
per person
Nov 14 - Nov 21
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9/10 Wonderful! (34 reviews)
stayed there in previous years, the hotel would need some upgrade. not to make it luxury, but not so „run out“. maybe depends on room you stay in, they have different standards/settings… location is quiet and probably most beautiful beach/spot, very private and relaxing.
Reviewed on May 15, 2026
Aurora Anguilla Resort & Golf Club
$3,104
per person
Nov 14 - Nov 21
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (204 reviews)
This property is very well kept. The facilities are excellent. Great golf courses. The water park is an excellent option for families. There are several good restaurant options on site. We had a relaxing and enjoyable stay.
Reviewed on Aug 24, 2026
Quintessence Hotel Anguilla
$3,225
per person
Nov 14 - Nov 21
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.8/10 Exceptional! (49 reviews)
The staff went above and beyond to help us after we had some travel difficulties which made us initially miss our stay. Patricia and the whole staff are amazing. They helped us with reservations for restaurants, taxis, and boats. The resort is obviously top notch, but the staff is what makes this place really shine. Very thankful for the hospitality shown to my wife and I from everyone we worked with.
Reviewed on Aug 5, 2026
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See all available trips from Columbus to Island Harbour
View all tripsStay near popular Island Harbour attractions
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.
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.
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.
What to do in Island Harbour
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
$135
per adult
86% of travellers recommend
Captain Bob Speed Boat, Snorkeling, Beach Tour & Lunch St Maarten
$149
per adult
90% of travellers recommend
Island Harbour Hotel Deals
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
Island Harbour Anguilla
10/10 Exceptional! (35 reviews)
"I can’t say enough wonderful things about the property or our stay. The villa was beautiful inside and out with amazing views. Every single thing you could possibly need was provided. We hated to leave and can’t wait to come back. It’s spacious and the floor plan is perfect. We hope to return again ..."
Reviewed on Aug 24, 2026
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Shoal Bay
Cozy one bedroom studio
The Valley
$194 nightly
$194 total
Aug 31 - Sep 1
Total with taxes and fees
9.8/10 Exceptional! (10 reviews)
"Loved both the property and the Hosts. The location was amazing, very convenient and the place was spotless, spacious, beautiful and fully equipped. Had everything needed for a super comfortable and relaxing stay. Hosts were responsive and caring, treated me as part of their Family. Also very thankful ..."
Reviewed on Aug 11, 2026
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 $2,320 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
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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.