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.
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,760, price is now $1,438 per person
$1,438
per person
Feb 27 - Mar 6
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 $29,436, price is now $21,169 per person
$21,169
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $29,009, price is now $23,733 per person
$23,733
per person
Feb 16 - Feb 23
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
Save 100% on your flight
Price was $7,467, price is now $6,113 per person
$6,113
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $3,370, price is now $2,837 per person
$2,837
per person
Feb 16 - Feb 23
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 $2,224, price is now $1,916 per person
$1,916
per person
Feb 16 - Feb 23
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 $10,769, price is now $9,374 per person
$9,374
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Price was $4,886, price is now $4,287 per person
$4,287
per person
Mar 9 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Sandy Ground
Price was $1,911, price is now $1,690 per person
$1,690
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,813, price is now $1,639 per person
$1,639
per person
Mar 11 - Mar 16
found 24 hours 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.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $969, price is now $913 per person
$913
per person
Feb 19 - Feb 22
found 16 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 $4,213, price is now $3,537 per person
$3,537
per person
Feb 22 - Feb 25
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 $1,196, price is now $1,034 per person
$1,034
per person
Mar 10 - Mar 13
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,564, price is now $1,395 per person
$1,395
per person
Feb 19 - Feb 22
found 16 hours 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
Price was $5,583, price is now $5,132 per person
$5,132
per person
Feb 22 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $6,296, price is now $5,790 per person
$5,790
per person
Feb 18 - Feb 21
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $2,984, price is now $2,797 per person
$2,797
per person
Feb 22 - Feb 25
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
Price was $1,293, price is now $1,227 per person
$1,227
per person
Feb 22 - Feb 25
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 $1,257, price is now $1,203 per person
$1,203
per person
Feb 22 - Feb 25
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 $3,506, price is now $3,363 per person
$3,363
per person
Feb 22 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,173, price is now $1,130 per person
$1,130
per person
Feb 22 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was $3,424, price is now $3,424 per person
$3,424
per person
Feb 22 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

4-night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $750, price is now $667 per person
$667
per person
Feb 15 - Feb 19
found 24 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 $5,304, price is now $3,991 per person
$3,991
per person
Mar 4 - Mar 8
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 $1,137, price is now $920 per person
$920
per person
Mar 12 - Mar 16
found 23 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $5,820, price is now $4,868 per person
$4,868
per person
Mar 4 - Mar 8
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 $1,346, price is now $1,139 per person
$1,139
per person
Mar 12 - Mar 16
found 23 hours 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 $8,280, price is now $7,170 per person
$7,170
per person
Mar 4 - Mar 8
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 $4,651, price is now $4,050 per person
$4,050
per person
Mar 4 - Mar 8
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
Price was $1,701, price is now $1,521 per person
$1,521
per person
Mar 4 - Mar 8
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 $1,652, price is now $1,486 per person
$1,486
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was $5,246, price is now $4,731 per person
$4,731
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $7,725, price is now $7,072 per person
$7,072
per person
Feb 16 - Feb 20
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,508, price is now $1,381 per person
$1,381
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop 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 $1,204, price is now $1,031 per person
$1,031
per person
Feb 28 - Mar 5
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 $5,784, price is now $4,808 per person
$4,808
per person
Feb 16 - Feb 21
found 19 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 $6,334, price is now $5,329 per person
$5,329
per person
Mar 11 - Mar 16
found 24 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,813, price is now $1,639 per person
$1,639
per person
Mar 11 - Mar 16
found 24 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $7,167, price is now $6,532 per person
$6,532
per person
Mar 11 - Mar 16
found 24 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $9,397, price is now $8,582 per person
$8,582
per person
Feb 16 - Feb 21
found 19 hours 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
Price was $8,072, price is now $7,397 per person
$7,397
per person
Mar 7 - Mar 12
found 4 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,072, price is now $1,929 per person
$1,929
per person
Mar 11 - Mar 16
found 24 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,702, price is now $2,533 per person
$2,533
per person
Mar 11 - Mar 16
found 24 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
Price was $6,873, price is now $6,451 per person
$6,451
per person
Feb 16 - Feb 21
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,301, price is now $1,222 per person
$1,222
per person
Feb 16 - Feb 21
found 19 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 $1,883, price is now $1,772 per person
$1,772
per person
Mar 11 - Mar 16
found 24 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

6-7 night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,760, price is now $1,438 per person
$1,438
per person
Feb 27 - Mar 6
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 $29,436, price is now $21,169 per person
$21,169
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $2,140, price is now $1,698 per person
$1,698
per person
Mar 9 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $29,009, price is now $23,733 per person
$23,733
per person
Feb 16 - Feb 23
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
Save 100% on your flight
Price was $7,467, price is now $6,113 per person
$6,113
per person
Feb 16 - Feb 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $3,398, price is now $2,845 per person
$2,845
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $3,370, price is now $2,837 per person
$2,837
per person
Feb 16 - Feb 23
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 $2,224, price is now $1,916 per person
$1,916
per person
Feb 16 - Feb 23
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 $10,769, price is now $9,374 per person
$9,374
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Price was $4,886, price is now $4,287 per person
$4,287
per person
Mar 9 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,911, price is now $1,690 per person
$1,690
per person
Feb 16 - Feb 23
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 $9,415, price is now $8,577 per person
$8,577
per person
Feb 22 - Feb 28
found 22 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.

Mon, Apr 6 - Thu, Apr 9
MIA
Miami
AXA
The Valley
$458 Roundtrip, found 5 days ago
$458
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Apr 6 from Miami to The Valley, returning Thu, Apr 9, priced at $458 found 5 days ago
Sun, May 3 - Fri, May 8
EWR
New York
AXA
The Valley
$594 Roundtrip, found 2 days ago
$594
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, May 3 from New York to The Valley, returning Fri, May 8, priced at $594 found 2 days ago
Mon, Mar 9 - Fri, Mar 13
BOS
Boston
AXA
The Valley
$599 Roundtrip, found 2 days ago
$599
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Mar 9 from Boston to The Valley, returning Fri, Mar 13, priced at $599 found 2 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
6.63 mi from city center
$1,822 nightly
The price is $2,030 total per night
$2,030 total
Feb 9 - Feb 10
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 11.3 mi (18.2 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
4.67 mi from city center
Get rates
With a stay at Anguilla Great House Beach Resort in Rendezvous Bay, you'll be on the beach, within a 10-minute drive of Meads Bay and Rendezvous Bay Beach.
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
$2,255 nightly
The price is $2,522 total per night
$2,522 total
Jan 20 - Jan 21
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, within a 5-minute drive of Meads Bay and Cove 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.