Island Harbour Vacation Packages

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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.

Top Island Harbour Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was CA $1,949, price is now CA $1,546 per person
CA $1,546
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to The Valley (AXA)
9.8/10 Exceptional! (9 reviews)
I couldn’t have asked for a better location to celebrate my birthday. The villa and the property were breathtaking. The owner, Ivor, and the staff were so friendly, accommodating, and available! Grocery stores, boutiques, and restaurants were minutes away. The beach was right outside your door. Request the Pelican Villa. The view was amazing.

Reviewed on Jun. 25, 2025

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was CA $4,203, price is now CA $2,660 per person
CA $2,660
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to The Valley (AXA)
9.6/10 Exceptional! (167 reviews)
I like everything there! Except prices for food! It’s very expensive

Reviewed on Aug. 23, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Price was CA $27,594, price is now CA $19,291 per person
CA $19,291
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to The Valley (AXA)
No reviews
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was CA $6,187, price is now CA $4,762 per person
CA $4,762
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to The Valley (AXA)
9.4/10 Exceptional! (89 reviews)
A beautiful property on Meads bay. Great service. Restaurant is a wellness comparing to Four Seasons nearby

Reviewed on Aug. 2, 2025

Genesis Residences

Genesis Residences

2.5 out of 5
Price was CA $2,363, price is now CA $1,947 per person
CA $1,947
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to The Valley (AXA)
8/10 Very Good! (1 review)
The only problem was where the Ac was located, so it was a little too warm

Reviewed on Jul. 18, 2025

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 Harbour Beach, just 0.80 kilometres from the downtown area, and live out your vacation fantasies without hurting your budget.

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Island Harbour Hotel Deals

Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla

Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla

Canifest
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Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Island Harbour
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Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Island Harbour
Get rates
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
See all 359 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Island Harbour

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.

Scilly Cay

What to do in Island Harbour

Pinel Island!!

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

CA $191
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

CA $186
per adult
86% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
Anguilla In Style

Anguilla In Style

CA $180
per adult
Anguilla In Style
See all activities in Island Harbour
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.