Anguilla Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

Photo by Anguilla Tourist Board
  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Anguilla

Price found within the past 48 hours. Click for updated prices.
Aurora Anguilla Resort & Golf Club
Malliouhana Resort Anguilla
Four Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla
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5* Romantic vacations in Anguilla

Price found within the past 48 hours. Click for updated prices.
Aurora Anguilla Resort & Golf Club
Malliouhana Resort Anguilla
Four Seasons Resort and Residences Anguilla
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
Four Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla
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.
Aurora Anguilla Resort & Golf Club
Malliouhana Resort Anguilla
Four Seasons Resort and Residences Anguilla
Don't see what you're looking for?
See all available trips from Columbus to Anguilla
View all trips

How to find a romantic Anguilla vacation

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 $2,108. 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

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
  • 25 min walk from Meads Bay
$900 nightly
The price is $1,011 total per night from Jul 4 to Jul 5
$1,011 total
Jul 4 - Jul 5
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! (200 reviews)

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

Travelers say...
"Aurora is the old Cuisinart. This property has been exceptionally well maintained with the fabulous staff, a friendly and courteous team members. Anguilla is not the Island to go to if you’re looking for the Saint Barts overly expensive nightlife. This is the cool island. No cruise ships nothing ..."

Reviewed on Jun 7, 2026

Aurora Anguilla Resort & Golf Club
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
  • 5 min walk from Meads Bay
$908 nightly
The price is $1,012 total per night from Jun 30 to Jul 1
$1,012 total
Jun 30 - Jul 1
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! (252 reviews)

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

Travelers say...
"The staff were amazing from the bell boys to the reception staff the restaurant staff and Del on Barnes beach remembered everybody’s name, the room had an amazing view and the food in all restaurants was amazing. We did a cerviche class and would highly recommend it."

Reviewed on Jun 11, 2026

Four Seasons Resort and Residences Anguilla
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Malliouhana West End Village
  • 8 min walk from Meads Bay
$928 nightly
The price is $1,049 total per night from Jul 1 to Jul 2
$1,049 total
Jul 1 - Jul 2
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 ...
9.6/10 Exceptional! (101 reviews)

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

Travelers say...
"This was the cleanest and most wonderful property I have stayed at yet. Tremendous compliments to the team."

Reviewed on Jun 27, 2026

Malliouhana Resort 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.

Things to do

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.