Island Harbour Vacations from $1,889
Book a Hotel + Flight or Car together to unlock savings
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.
Genesis Residences
$1,889
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.8/10 Exceptional! (8 reviews)
Our stay at Genesis Residence in Anguilla was absolutely wonderful! The property was beautiful, clean, comfortable, and in an excellent location with easy access to some of the island’s best beaches, restaurants, and attractions.
What truly made our experience exceptional was the staff. Geraldine was incredibly friendly, attentive, and genuinely committed to making sure we had everything we needed. The warm hospitality made us feel right at home from the moment we arrived.
If you’re looking for a relaxing, well-maintained place to stay with outstanding service and a fantastic location, I highly recommend Genesis Residence. We had an amazing vacation and look forward to staying here again on our next trip to Anguilla!
Reviewed on Jul 24, 2026
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See all available trips from Pretty Prairie 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 beautiful beaches in this relaxing area, or check out its lively bars.
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
Caribbean Rhapsody Oceanfront Villa with Amazing Snorkeling!!
Island Harbour Anguilla
10/10 Exceptional! (9 reviews)
"Property was clean and in great shape when we arrived. Host was very responsive throughout process. We are very pleased with our experience and would not hesitate to return to this property."
Reviewed on Jul 10, 2026
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Shoal Bay
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 $1,889 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.
Explore a world of travel with Expedia
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- Flights from Newark (EWR) to The Valley (AXA)
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- Crocus Bay Beach
- Merrywing Bay Vacations
- Visit Long Bay Village
- Visit Shoal Bay
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- Visit Island Harbour
- Captain's Bay Beach
- Rendezvous Bay Vacations
- Sandy Island
- East End Village Vacations
- Shoal Bay Beach
- George Hill Vacations
- Visit South Hill
- Visit East End Village
- Visit Merrywing Bay
- Visit Blowing Point
- Savanna Bay Beach
- Visit Sandy Ground
- Scilly Cay
- Shoal Bay Vacations
- Island Harbor Beach
- The Valley Vacations
- Visit George Hill
- Long Bay Village Vacations
- Visit Cedar Village
- Sandy Hill Beach
- Visit The Valley
- Visit Cove Bay
- Visit Rendezvous Bay
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- Car rentals in Shoal Bay
- Budget Rental Cars in Clayton J. Lloyd Intl.
- Discount Car Rentals Rental Cars in Clayton J. Lloyd Intl.
- Car rentals in Blowing Point
- Luxury Car Rentals in Clayton J. Lloyd Intl.
- Minivan Car Rentals in Clayton J. Lloyd Intl.
- Avis Rental Cars in Clayton J. Lloyd Intl.
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- Island Car Rentals Rental Cars in Clayton J. Lloyd Intl.
- Car rentals in The Valley
- Car rentals in Island Harbour
- Hertz Rental Cars in Clayton J. Lloyd Intl.
- Car rentals in Little Dix
- Offer Car Hire Rental Cars in Clayton J. Lloyd Intl.
- Pickup Car Rentals in Clayton J. Lloyd Intl.
- Full Size Car Rentals in Clayton J. Lloyd Intl.
- Car rental Airport (AXA)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.