Anguilla Romantic Vacations 2026

Photo by Anguilla Tourist Board

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Top Romantic vacation packages in Anguilla

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

Malliouhana Resort Anguilla

$2,047

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to The Valley (AXA)

9.6/10 Exceptional! (103 reviews)

Cap Juluca, A Belmond Hotel, Anguilla

$4,328

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip flight included

New York (NYC) to The Valley (AXA)

9.6/10 Exceptional! (158 reviews)

Perfection situated on stunning Mandauys Bay. Everything was top notch! Grounds were beautiful, room clean and nicely appointed. We were upgraded to a Premium Beachfront room on the 2nd floor of our Villa with a gorgeous view of the crystal clear water and white sandy beach. Daily breakfast with menu items and buffet was delicious. LOVED the Cap Shack! Fish tacos and rum punch a must! We would definitely return to this lovely spot.

Reviewed on Aug 5, 2026

Aurora Anguilla Resort & Golf Club

$3,139

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to The Valley (AXA)

9.6/10 Exceptional! (202 reviews)

Asian restaurant hostess was rude.

Reviewed on Jul 16, 2026

Four Seasons Resort and Residences Anguilla

$3,216

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to The Valley (AXA)

9.8/10 Exceptional! (259 reviews)

I love the four seasons in Anguilla!! This is my 3rd time going to the island and I wouldn't stay anywhere else!’Nothing but top notch service!! Amazing time!!

Reviewed on Jul 28, 2026

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5* Romantic vacations in Anguilla

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

Malliouhana Resort Anguilla

$2,047

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to The Valley (AXA)

9.6/10 Exceptional! (103 reviews)

Cap Juluca, A Belmond Hotel, Anguilla

$4,328

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip flight included

New York (NYC) to The Valley (AXA)

9.6/10 Exceptional! (158 reviews)

Reviewed on Aug 5, 2026

Aurora Anguilla Resort & Golf Club

$3,139

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to The Valley (AXA)

9.6/10 Exceptional! (202 reviews)

Asian restaurant hostess was rude.

Reviewed on Jul 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Anguilla

View all trips

3 Night Romantic vacations in Anguilla

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

Malliouhana Resort Anguilla

$2,047

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to The Valley (AXA)

9.6/10 Exceptional! (103 reviews)

Aurora Anguilla Resort & Golf Club

$3,139

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to The Valley (AXA)

9.6/10 Exceptional! (202 reviews)

Asian restaurant hostess was rude.

Reviewed on Jul 16, 2026

Four Seasons Resort and Residences Anguilla

$3,216

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to The Valley (AXA)

9.8/10 Exceptional! (259 reviews)

I love the four seasons in Anguilla!! This is my 3rd time going to the island and I wouldn't stay anywhere else!’Nothing but top notch service!! Amazing time!!

Reviewed on Jul 28, 2026

Don't see what you're looking for?

See all available trips from Columbus to Anguilla

View all trips

4 Night Romantic vacations in Anguilla

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

Carimar Beach Club

$2,354

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip flight included

New York (NYC) to The Valley (AXA)

9.4/10 Exceptional! (109 reviews)

Great location, clean and perfect beach!

Reviewed on Feb 23, 2026

Malliouhana Resort Anguilla

$3,085

per person

Oct 22 - Oct 26

found 19 hours ago

Roundtrip flight included

New York (NYC) to The Valley (AXA)

9.6/10 Exceptional! (103 reviews)

Cap Juluca, A Belmond Hotel, Anguilla

$4,328

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip flight included

New York (NYC) to The Valley (AXA)

9.6/10 Exceptional! (158 reviews)

Reviewed on Aug 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Anguilla

View all trips

How can I find the best Anguilla vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Anguilla romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Anguilla?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Anguilla?

Put a price on love with stunning deals for duos starting at just $2,047. Prices and availability are subject to change. Additional terms may apply.

Can I book Anguilla spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Anguilla?

To book a loved-up break in Anguilla, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Anguilla with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Anguilla romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Anguilla Hotels

Aurora Anguilla Resort & Golf Club

Rendezvous Bay Rendezvous Bay

17 min drive from Shoal Bay Beach

$947 nightly

$1,060 total

Aug 13 - Aug 14

Total with taxes and fees

A spa, in-room massages, and ocean-view dining await couples looking for a romantic getaway at this upscale resort. The property also offers a garden, soaking ...

9.6/10 Exceptional! (202 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub

Travelers say...

"Asian restaurant hostess was rude."

Reviewed on Jul 16, 2026

Four Seasons Resort and Residences Anguilla

Barnes Bay West End Village

19 min drive from Shoal Bay Beach

$1,097 nightly

$1,222 total

Aug 14 - Aug 15

Total with taxes and fees

Fall in love again at this upscale resort. You and your special someone are sure to love the soaking tubs, hot tub, and spa. You'll also appreciate the in-room ...

9.6/10 Exceptional! (260 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with ocean view, hot tub

Travelers say...

"I love the four seasons in Anguilla!! This is my 3rd time going to the island and I wouldn't stay anywhere else!’Nothing but top notch service!! Amazing time!!"

Reviewed on Jul 28, 2026

Malliouhana Resort Anguilla

Malliouhana West End Village

18 min drive from Shoal Bay Beach

$664 nightly

$742 total

Aug 19 - Aug 20

Total with taxes and fees

Fall in love again at this upscale resort. You and your special someone are sure to love the hot tub, spa, and in-room massages. You'll also appreciate the ocean-view ...

See all 365 properties in Anguilla

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.