Anguilla Romantic Vacations

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Photo by Anguilla Tourist Board
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    Save up to CA $1,096 when you book a flight and hotel together*
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Flight and Romantic hotel deals 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 holidays 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 holidays in Anguilla

Price found within the past 48 hours. Click for updated prices.
Aurora Anguilla Resort & Golf Club
Malliouhana Resort 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 holidays in Anguilla

Price found within the past 48 hours. Click for updated prices.
Malliouhana Resort Anguilla
Aurora Anguilla Resort & Golf Club
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

Plan unforgettable romantic Anguilla vacations

What are some of the benefits of booking a romantic Anguilla vacation?

When booking a romantic Anguilla vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Caribbean.


How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Anguilla destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Anguilla?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $2,810 and can enjoy savings of up to 31 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Anguilla?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Anguilla certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Anguilla.

Can I book a romantic Anguilla vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Anguilla search.

Can I book a romantic trip to Anguilla that is fully refundable?

Several romantic Anguilla vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

Romantic Hotels in Anguilla

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
  • 25 min walk from Meads Bay
The price is CA $2,036 per night from Feb 8 to Feb 9
CA $2,036
CA $2,545 total
Feb 8 - Feb 9
includes taxes & fees
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (188 reviews)
Beautiful grounds. Great service. Awesome location

Reviewed on Dec 24, 2025

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
The price is CA $2,181 per night from Feb 23 to Feb 24
CA $2,181
CA $2,776 total
Feb 23 - Feb 24
includes taxes & fees
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (246 reviews)
Fabulous hotel

Reviewed on Dec 28, 2025

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
The price is CA $2,392 per night from Mar 1 to Mar 2
CA $2,392
CA $3,027 total
Mar 1 - Mar 2
includes taxes & fees
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay Pond and Meads ...
9.4/10 Exceptional! (91 reviews)
Beautiful pool and grounds, beach is so nice and staff at hotel were great.

Reviewed on Nov 25, 2025

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.

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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.