Island Harbour Vacations from $2,307
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.
Rendezvous Bay Hotel
$3,177
per person
Dec 3 - Dec 9
found 1 hour 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
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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
Anguilla Based: 2-Hr Group Snorkel at Little Bay Marine Park.
$100
per adult
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
Oct 21 - Oct 22
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
What is the best time to go to Island Harbour?
The best time to go for an Island Harbour vacation package is typically December through February. These months are popular for their pleasant weather, making them ideal for enjoying the beaches and outdoor activities.For travelers seeking a more affordable Island Harbour vacation, consider visiting in September, October, or August. These months tend to have lower package prices, though they may also see a higher chance of rain.
How can I save money on a Island Harbour vacation package?
When you bundle, you can save up to 30%*. To save money on a Island Harbour package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Is Island Harbour better suited for a beach vacation or a cultural trip?
Island Harbour is primarily a beach destination, making an Island Harbour vacation ideal for travelers seeking sun, sand, and water activities. The area is renowned for its beautiful coastlines, including the popular Shoal Bay Beach and the serene Island Harbor Beach.Your Island Harbour vacation can be centered around these stunning beaches and the many water-based activities available.
What are the top things to do in Island Harbour?
An Island Harbour vacation offers plenty of opportunities to enjoy the island's natural beauty and coastal charm:Browse and book things to do in Island Harbour on Expedia.
Do you need to rent a car in Island Harbour, or is public transport enough?
For an Island Harbour vacation package, renting a car offers the most flexibility for exploring the island beyond your resort. While many resorts provide on-site dining and activities, a car allows you to discover different beaches, local restaurants, and scenic spots at your own pace.Public transport options are limited, so a rental car is generally recommended for travelers who want to explore widely. Taxis are available for shorter trips, and you'll arrive at The Valley (AXA-Clayton J. Lloyd Intl.) airport, which is the main entry point for your Island Harbour vacation packages with flights.
Can I change or cancel my Island Harbour vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Island Harbour vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Island Harbour vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Island Harbour vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Island Harbour?
To find last-minute vacation packages to Island Harbour, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Island Harbour vacation packages?
Free cancellation on a Island Harbour vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Island Harbour vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Island Harbour getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Island Harbour vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
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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.