Lesser Antilles Romantic Vacations

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Top Romantic vacation packages in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

$1,021
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Philipsburg (SXM)
8.2/10 Very Good! (1,010 reviews)
I’ve had The best experience at this resort everything was beautiful from the moment me and my Fiance drove through the front gate I could tell I would have a great time. The property looks amazing the pictures doesn’t do it enough justice. The beach it’s super beautiful the staff is very helpful and the food is better than ever like literally everything I ate was amazing. And because my suite was a little far walk away from the restaurants and front desk I kept running into a worker named eddy and he was so sweet and helpful and was always there to give us a ride anywhere we needed around the resort in his go cart. I would definitely visit again I love it there

Reviewed on Oct 3, 2026

Galley Bay Resort & Spa - All inclusive

Galley Bay Resort & Spa - All inclusive

Five Islands Village
$1,966
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. John's (ANU)
9.4/10 Exceptional! (492 reviews)
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

Save 100% on your flight
$2,684
per person
Dec 10 - Dec 13
found 20 hours ago
Roundtrip flight included
Miami (MIA) to St. John's (ANU)
9.4/10 Exceptional! (857 reviews)
 Cocobay Resort Antigua - All Inclusive - Adults Only

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight
$2,478
per person
Nov 3 - Nov 7
found 2 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. John's (ANU)
9.4/10 Exceptional! (1,007 reviews)
I travel a lot of places and stay at a lot of different resorts some big some small. My most recent choices have been smaller boutique hotels/resorts. The two most important things for me are, the staff and the food. I was blown away by how kind and helpful every staff member was. One of the groundsmen was using a wheel barrel with heavy items inside. I stopped to ask where something was at. He sat down the wheelbarrow and prepared to walk me all the way to the destination I was looking for. Then I told him just point me in the right direction. I thought he would walk me all the way to the spot while he was in the middle of his own project was surprising. I got that same feeling multiple times. The food was excellent. I’ve been to a lot of resorts where it’s just good enough to satisfy. This kitchen is pumping out some high-quality gourmet meals. The Coco Bay burger was my favorite. I must’ve gotten it at least eight times over the course of 10 days. I asked for medium and they cooked at medium every single time. That is unusual for sure. When you get a burger outside of the United States, you always wonder about the quality of meat. Not here the meat was what I would expect from a good restaurant back home in Chicago. The resort had perfect location with great views overlooking a bay and and in a great position for amazing sunsets. My normal rule for traveling is never go the same place twice. There’s so much to see so many places to go, but for this place I would come back

Reviewed on Oct 3, 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight
$2,052
per person
Dec 4 - Dec 7
found 19 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Philipsburg (SXM)
8.8/10 Excellent! (1,018 reviews)
Butler service is really good. Very prompt support. Washroom amenity

Reviewed on Oct 3, 2026

Don't see what you're looking for?
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5* Romantic vacations in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Galley Bay Resort & Spa - All inclusive

Galley Bay Resort & Spa - All inclusive

Five Islands Village
$1,966
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. John's (ANU)
9.4/10 Exceptional! (492 reviews)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight
$2,052
per person
Dec 4 - Dec 7
found 19 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Philipsburg (SXM)
8.8/10 Excellent! (1,018 reviews)
Butler service is really good. Very prompt support. Washroom amenity

Reviewed on Oct 3, 2026

Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

Save 100% on your flight
$2,582
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
9.4/10 Exceptional! (152 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips

3 Night Romantic vacations in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

$1,021
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Philipsburg (SXM)
8.2/10 Very Good! (1,010 reviews)
I’ve had The best experience at this resort everything was beautiful from the moment me and my Fiance drove through the front gate I could tell I would have a great time. The property looks amazing the pictures doesn’t do it enough justice. The beach it’s super beautiful the staff is very helpful and the food is better than ever like literally everything I ate was amazing. And because my suite was a little far walk away from the restaurants and front desk I kept running into a worker named eddy and he was so sweet and helpful and was always there to give us a ride anywhere we needed around the resort in his go cart. I would definitely visit again I love it there

Reviewed on Oct 3, 2026

Galley Bay Resort & Spa - All inclusive

Galley Bay Resort & Spa - All inclusive

Five Islands Village
$1,966
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. John's (ANU)
9.4/10 Exceptional! (492 reviews)
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

Save 100% on your flight
$2,684
per person
Dec 10 - Dec 13
found 20 hours ago
Roundtrip flight included
Miami (MIA) to St. John's (ANU)
9.4/10 Exceptional! (857 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips

4 Night Romantic vacations in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight
$2,288
per person
Dec 4 - Dec 8
found 19 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
8.8/10 Excellent! (1,018 reviews)
Butler service is really good. Very prompt support. Washroom amenity

Reviewed on Oct 3, 2026

Galley Bay Resort & Spa - All inclusive

Galley Bay Resort & Spa - All inclusive

Five Islands Village
$2,681
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Tulsa (TUL) to St. John's (ANU)
9.4/10 Exceptional! (492 reviews)
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

$3,130
per person
Dec 10 - Dec 14
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.4/10 Exceptional! (857 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips

How to find a romantic Lesser Antilles vacation

How can I find the best Lesser Antilles 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 Lesser Antilles 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 Lesser Antilles?

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 Lesser Antilles?

Put a price on love with stunning deals for duos starting at just $1,021. Prices and availability are subject to change. Additional terms may apply.

Can I book Lesser Antilles 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 Lesser Antilles?

To book a loved-up break in Lesser Antilles, 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 Lesser Antilles 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 Lesser Antilles 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 Lesser Antilles Hotels

 Cocobay Resort Antigua - All Inclusive - Adults Only

Cocobay Resort Antigua - All Inclusive - Adults Only

Valley Church Valley Church Antigua
  • 3 hours drive from Oyster Bay Marina
Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Jolly Beach and Little Ffryes Beach ...
9.4/10 Exceptional! (1,002 reviews)

Couples like: adults only property, full-service spa, couples spa treatments, on the beach

Travelers say...
"I travel a lot of places and stay at a lot of different resorts some big some small. My most recent choices have been smaller boutique hotels/resorts. The two most important things for me are, the staff and the food. I was blown away by how kind and helpful every staff member was. One of the groundsmen ..."

Reviewed on Oct 3, 2026

Cocobay Resort Antigua - All Inclusive - Adults Only
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

Valley Church Beach Valley Church Antigua
  • 2 hours drive from Oyster Bay Marina
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Jolly Beach and Little Ffryes Beach ...
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive
Luxurious Oceanfront Honeymoon Cottage - as seen on HGTV - Gated Subdivision

Luxurious Oceanfront Honeymoon Cottage - as seen on HGTV - Gated Subdivision

Christiansted VI
  • 3 hours drive from Oyster Bay Marina
A garden, a waterfront location, and more await visiting couples at this romantic cottage.
10/10 Exceptional! (208 reviews)

Couples like: adults only property, on the beach

Travelers say...
"When we travel to island we just a comfortable place to relax in the evenings and lay our heads for rest. Emily and Chads place was perfect. Nice quiet gated community, their place was clean and comfortable. The hosts are responsive to questions, friendly, and respectful. We would definitely stay ..."

Reviewed on Aug 8, 2026

Luxurious Oceanfront Honeymoon Cottage - as seen on HGTV - Gated Subdivision
See all 15,293 properties in Lesser Antilles
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.