Island Harbour Trips (flight + hotel)

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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 0.80 kilometers from the downtown area, and live out your vacation fantasies without hurting your budget.

Top hotels in Island Harbour

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay, West End Village
The price is P42,169 per night from Aug 10 to Aug 11
P42,169
P53,664 total
Aug 10 - Aug 11
includes taxes & fees
9.6/10 Exceptional! (226 reviews)
"We loved everything about this property!"

Reviewed on Jul 30, 2025

Four Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is P23,207 per night from Sep 1 to Sep 2
P23,207
P31,395 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (164 reviews)
"Traveling for our Honeymoon & this Resort was Amazing. From inception the staff was incredible. They communicated with me to make arrangements for transportation, the entire process was seem less. The stag goes way above & beyond ! In Al my years of traveling I haven’t met so much genuine, good hearted ..."

Reviewed on Jul 30, 2025

Aurora Anguilla Resort & Golf Club
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East, Shoal Bay
The price is P39,901 per night from Aug 3 to Aug 4
P39,901
P49,876 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (237 reviews)
"Zemi beach house was all around amazing me and my family enjoyed everything about the resort and we will definitely be back again soon!"

Reviewed on Jul 30, 2025

Zemi Beach House, LXR Hotels & Resorts
See all 358 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.

What to do in Island Harbour

Little Bay

Anguilla Getaway Cruise

P7,881
per adult
90% of travellers recommend
Anguilla Getaway Cruise
Pinel Island!!

Best Of Full-Day Snorkeling and Beach Excursion with Hot Lunch in Sint Maarten

P7,881
per adult
100% of travellers recommend
Best Of Full-Day Snorkeling and Beach Excursion with Hot Lunch in Sint Maarten
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

P7,654
per adult
86% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
See all activities in Island Harbour

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 many days is enough for Island Harbour?
Allow at least 4 days for your Island Harbour vacation if you want to take in everything that makes this place unique. Explore key areas, including Sea Rocks and Sandy Hill. Then head to the top sights like Scilly Cay and Scilly Cay. With a good itinerary, you'll be kept busy with room for some me-time too. Want to venture beyond Island Harbour? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Island Harbour?
Island Harbour has all the ingredients you need for an amazing trip — underwater activities, walking trails and festivals are just the start. Whether you want to visit sights such as Island Harbor Beach and Scilly Cay, or venture off the beaten track, you'll find plenty to see and do on your Island Harbour vacation.
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.

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