Search Deals onIsland Harbour Vacation Packages
Island Harbour Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Anguilla Great House Beach Resort
Price was $1,446, price is now $1,251 per person
$1,251
per person
Nov 5 - Nov 10
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay and Rendezvous Bay Beach are located nearby.
Quiet traditional hotel.
Clean and food and property lovely and peaceful.
The beach and view is amazing.
Reviewed on Sep 20, 2026
Aurora Anguilla Resort & Golf Club
Save 100% on your flight
Price was $3,982, price is now $2,704 per person
$2,704
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay and Aurora International Golf Club are located nearby.
Malliouhana Resort Anguilla
Save 100% on your flight
Price was $3,889, price is now $2,862 per person
$2,862
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay and Meads Bay Pond are located nearby.
6 BR Villa On Crocus Bay With Pool Concierge
Save 100% on your flight
Price was $7,342, price is now $6,024 per person
$6,024
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Stay at this villa in The Valley. Enjoy a garden. Popular attractions Shoal Bay Beach and Meads Bay are located nearby.
6 BR Villa With Concierge Amenities Pool
Save 100% on your flight
Price was $7,342, price is now $6,024 per person
$6,024
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Stay at this villa in The Valley. Enjoy a garden. Popular attractions Shoal Bay Beach and Meads Bay are located nearby.
Rendezvous Bay Hotel
Price was $2,610, price is now $2,148 per person
$2,148
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Meads Bay and Grand Case Beach are located nearby.
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
Ceblue Luxury Villas
Price was $3,004, price is now $2,519 per person
$2,519
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Book a stay at this luxury villa in The Valley. Enjoy free WiFi, free parking, and 8 outdoor pools. Popular attractions Shoal Bay Beach and Meads Bay are located nearby.
Quintessence Hotel Anguilla
Price was $2,884, price is now $2,504 per person
$2,504
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Book a stay at this luxury hotel in West End Village. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Meads Bay and Meads Bay Pond are located nearby.
The staff went above and beyond to help us after we had some travel difficulties which made us initially miss our stay. Patricia and the whole staff are amazing. They helped us with reservations for restaurants, taxis, and boats. The resort is obviously top notch, but the staff is what makes this place really shine. Very thankful for the hospitality shown to my wife and I from everyone we worked with.
Reviewed on Aug 5, 2026
Island Harbour Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Island Harbour Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Jul 28 - Sun, Aug 1
MIA
Miami Intl.
AXA
Clayton J. Lloyd Intl.
$582 Roundtrip, found 1 day ago
$582
Roundtrip
found 1 day ago
Wed, Jul 28 - Sun, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
AXA
Clayton J. Lloyd Intl.
$590 Roundtrip, found 1 hour ago
$590
Roundtrip
found 1 hour ago
Sat, Oct 31 - Tue, Nov 3
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$630 Roundtrip, found 7 hours ago
$630
Roundtrip
found 7 hours ago
Tue, Jan 26 - Tue, Feb 2
JFK
John F. Kennedy Intl.
AXA
Clayton J. Lloyd Intl.
$654 Roundtrip, found 14 hours ago
$654
Roundtrip
found 14 hours ago
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