Cheap Vacations in Anguilla

Choose two or more items and save on your trip:

3-night Anguilla vacations

Prices and availability subject to change. Additional terms may apply.
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
per person
Jun 3 - Jun 6
Roundtrip flight included
Atlanta (ATL) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
per person
Jun 3 - Jun 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)

4-night Anguilla vacations

Prices and availability subject to change. Additional terms may apply.
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jun 8 - Jun 12
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)

5-night Anguilla vacations

Prices and availability subject to change. Additional terms may apply.
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 4 - Jun 9
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jun 9 - Jun 14
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
per person
Jun 14 - Jun 19
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)

6-7 night Anguilla vacations

Prices and availability subject to change. Additional terms may apply.
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
per person
Jun 2 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)

Top places to visit in Anguilla

Anguilla featuring a sandy beach, general coastal views and landscape views
FlightsFlightsHotelsHotels

The Valley

The Valley

Flight deals to Anguilla

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Jun 6 - Wed, Jun 12
LGA
New York
AXA
The Valley
$387 Roundtrip, found 2 days ago
$387
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jun 6 from New York to The Valley, returning Wed, Jun 12, priced at $387 found 2 days ago
Wed, Jun 5 - Wed, Jun 12
EWR
Newark
AXA
The Valley
$387 Roundtrip, found 2 days ago
$387
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jun 5 from Newark to The Valley, returning Wed, Jun 12, priced at $387 found 2 days ago
Fri, May 31 - Sun, Jun 2
MIA
Miami
AXA
The Valley
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 31 from Miami to The Valley, returning Sun, Jun 2, priced at $393 found 1 day ago

Top rated hotels for your Anguilla vacation

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay, West End Village
6.06 mi from city center
The price is $995 per night
$995
per night
May 24 - May 25
When you stay at Four Seasons Resort and Residences Anguilla in West End Village, you'll be on the beach and 10.6 mi (17.1 km) from Shoal Bay Beach.
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
4.93 mi from city center
The price is $779 per night
$779
per night
May 1 - May 2
Located in Rendezvous Bay, Aurora Anguilla Resort & Golf Club is by the ocean, a 5-minute drive from Sandy Island and 5 minutes from Meads Bay.
Pool
Pet friendly
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay, Maunday's Bay
6.82 mi from city center
The price is $1,299 per night
$1,299
per night
May 21 - May 22
With a stay at Cap Juluca, A Belmond Hotel, Anguilla in Maunday's Bay, you'll be next to a golf course, just a 2-minute walk from Cove Bay and 7 minutes by foot from Maundays Bay.
Pool
On private beach
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.