Cheap Vacations in Anguilla

Choose two or more items and save on your trip:

Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Sandy Ground
Price was $1,156, price is now $952 per person
$952
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $10,347, price is now $7,105 per person
$7,105
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,564, price is now $1,125 per person
$1,125
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $16,963, price is now $12,318 per person
$12,318
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Save 100% on your flight
Price was $1,553, price is now $1,234 per person
$1,234
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,943, price is now $1,661 per person
$1,661
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $11,347, price is now $9,773 per person
$9,773
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $3,961, price is now $3,433 per person
$3,433
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Save 100% on your flight
Price was $6,957, price is now $6,054 per person
$6,054
per person
Feb 6 - Feb 13
found 21 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,472, price is now $1,294 per person
$1,294
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

3-night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $811, price is now $721 per person
$721
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $3,081, price is now $2,220 per person
$2,220
per person
Jan 30 - Feb 2
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $12,591, price is now $9,108 per person
$9,108
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $962, price is now $773 per person
$773
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,882, price is now $1,577 per person
$1,577
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Save 100% on your flight
Price was $3,748, price is now $3,155 per person
$3,155
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,046, price is now $895 per person
$895
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $2,774, price is now $2,389 per person
$2,389
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $973, price is now $839 per person
$839
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Save 100% on your flight
Price was $5,435, price is now $4,785 per person
$4,785
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $6,489, price is now $5,752 per person
$5,752
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,111, price is now $1,048 per person
$1,048
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)

4-night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,257, price is now $1,136 per person
$1,136
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $16,963, price is now $12,318 per person
$12,318
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $4,049, price is now $2,993 per person
$2,993
per person
Jan 19 - Jan 23
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,457, price is now $1,206 per person
$1,206
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Save 100% on your flight
Price was $4,736, price is now $3,973 per person
$3,973
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,943, price is now $1,661 per person
$1,661
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $3,961, price is now $3,433 per person
$3,433
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,569, price is now $1,368 per person
$1,368
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Save 100% on your flight
Price was $6,764, price is now $5,917 per person
$5,917
per person
Feb 10 - Feb 14
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,472, price is now $1,294 per person
$1,294
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $14,946, price is now $13,378 per person
$13,378
per person
Jan 19 - Jan 23
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Price was $5,463, price is now $5,036 per person
$5,036
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

5-night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,370, price is now $1,222 per person
$1,222
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $21,002, price is now $15,287 per person
$15,287
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $5,978, price is now $4,411 per person
$4,411
per person
Feb 5 - Feb 10
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Save 100% on your flight
Price was $5,707, price is now $4,599 per person
$4,599
per person
Feb 7 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,620, price is now $1,310 per person
$1,310
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,519, price is now $2,110 per person
$2,110
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,227, price is now $1,879 per person
$1,879
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,760, price is now $1,514 per person
$1,514
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $4,725, price is now $4,069 per person
$4,069
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,639, price is now $1,421 per person
$1,421
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $10,282, price is now $9,167 per person
$9,167
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Price was $6,577, price is now $6,074 per person
$6,074
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

6-7 night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,156, price is now $952 per person
$952
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $32,228, price is now $20,270 per person
$20,270
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $10,347, price is now $7,105 per person
$7,105
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,564, price is now $1,125 per person
$1,125
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Save 100% on your flight
Price was $3,184, price is now $2,524 per person
$2,524
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Save 100% on your flight
Price was $1,553, price is now $1,234 per person
$1,234
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,686, price is now $2,155 per person
$2,155
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,952, price is now $1,600 per person
$1,600
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $6,231, price is now $5,318 per person
$5,318
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $11,347, price is now $9,773 per person
$9,773
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Save 100% on your flight
Price was $6,957, price is now $6,054 per person
$6,054
per person
Feb 6 - Feb 13
found 21 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Save 100% on your flight
Price was $7,982, price is now $7,117 per person
$7,117
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

Top places to visit in Anguilla

FlightsFlightsHotelsHotels

West End Village

West End Village

Flight deals to Anguilla

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

Tue, Mar 17 - Mon, Mar 23
BOS
Boston
AXA
The Valley
$515 Roundtrip, found 5 days ago
$515
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Mar 17 from Boston to The Valley, returning Mon, Mar 23, priced at $515 found 5 days ago
Fri, Apr 3 - Wed, Apr 8
EWR
New York
AXA
The Valley
$520 Roundtrip, found 3 days ago
$520
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Apr 3 from New York to The Valley, returning Wed, Apr 8, priced at $520 found 3 days ago
Wed, Jan 21 - Sun, Jan 25
LAX
Los Angeles
AXA
The Valley
$578 Roundtrip, found 4 days ago
$578
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jan 21 from Los Angeles to The Valley, returning Sun, Jan 25, priced at $578 found 4 days 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
$1,251 nightly
The price is $1,394 total per night
$1,394 total
Dec 19 - Dec 20
Total with taxes and fees
When you stay at Four Seasons Resort and Residences Anguilla in West End Village, you'll be on the beach and 10.9 mi (17.6 km) from Shoal Bay Beach.
Pool
Spa
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
4.66 mi from city center
Get rates
With a stay at Anguilla Great House Beach Resort in Rendezvous Bay, you'll be on the beach, just a 2-minute walk from Rendezvous Bay Beach and 12 minutes by foot from Aurora International Golf Club.
Pool
Spa
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
$1,737 nightly
The price is $1,942 total per night
$1,942 total
Dec 17 - Dec 18
Total with taxes and fees
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.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Anguilla
View all properties
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.