Little Harbour Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Little Harbour Vacation
An easy way to experience this city is with a custom-made Little Harbour vacation package. Stay in the neighborhood of Maho, which is good for dining, golfing and coastal beaches or go someplace else — our packages are all about you. Fill your spare time with tours of Crocus Bay Beach, Sandy Hill Beach and Little Bay, some of the top attractions you shouldn't miss during your trip to Little Harbour. Whoever you're going away with and whether your budget is big or small, your ultimate Little Harbour vacation is just clicks away with Expedia.
Top Little Harbour Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aurora Anguilla Resort & Golf Club
CA $5,898
per person
Oct 31 - Nov 7
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Ready to book your vacation to Little Harbour?
Little Harbour Hotel Deals
Stunning 6 bedroom waterfront villa with wooden dock
Little harbour Anguilla
CA $3,198
CA $4,381 total
Sep 4 - Sep 5
includes taxes & fees
10/10 Exceptional! (2 reviews)
Fantastic
"Was an absolute wonderful experience from beginning to end. Not a single complaint. Beautiful home with beautiful views. Would recommend"
Reviewed on Jun 2, 2025
Four Seasons Resort and Residences Anguilla
Barnes Bay West End Village
Anguilla Great House Beach Resort
Rendezvous Bay Rendezvous Bay
CA $235
CA $295 total
Sep 2 - Sep 3
includes taxes & fees
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.
Frequently asked questions
How much does a Little Harbour vacation package cost?
You'll find cheap prices from CA $1,937 on Expedia for your Little Harbour getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Little Harbour costs.
What are the cheapest months to go to Little Harbour?
June, August and September are great times to look for cheap Little Harbour vacation packages. Travelling in less busy months means you can typically find reduced prices on hotels and flights.
How many days is enough for Little Harbour?
Allow around 3 days for your Little Harbour vacation to immerse yourself in all that makes this destination unique. Wander around key areas, including Sandy Ground and Sandy Hill. Then check out major sights like Little Bay and Scrub Island. With a clever itinerary, you can keep busy with room for some relaxation too. Want to venture outside of Little Harbour? Consider squeezing in an excursion or two.
How to find the best Little Harbour package deals?
Use Expedia's filters to help you find some tempting Little Harbour package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Little Harbour package deals in the low season. Play around with 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 well in advance.
Is it cheaper to book a Little Harbour vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights individually. Better still, you can customize your Little Harbour trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Little Harbour?
If you have your Little Harbour vacation dates finalized, book as soon as you can to snap up some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Little Harbour?
- Choose when to go: Check your schedule and pack your bags. Your favourite time of year and the activities available will also help you decide when to escape to Little Harbour.
- Budget wisely: On top of the price of your accommodations, you should consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that may come up during your trip to Little Harbour.
- Decide your trip length: Consider how much time you'd like to spend discovering Little Harbour. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the perfect Little Harbour vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
