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

$653
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Philipsburg (SXM)
8.2/10 Very Good! (1,017 reviews)
Galley Bay Resort & Spa - All inclusive

Galley Bay Resort & Spa - All inclusive

Five Islands Village
$1,636
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. John's (ANU)
9.4/10 Exceptional! (481 reviews)
We loved this resort for our honeymoon! The service was impeccable and the food was outstanding to say the least. The resort gave off a calm and relaxing vibe so if that’s your vacation goal I recommend. It’s a quiet resort so not for couples that want activity.

Reviewed on Aug 12, 2026

 Cocobay Resort Antigua - All Inclusive - Adults Only

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight
$1,017
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. John's (ANU)
9.4/10 Exceptional! (1,005 reviews)
Our trip to Coco Bay was fantastic! We loved the room with our own private swimming pool, and the food was delicious and different for every meal. I also enjoyed all the tropical drinks they offered and would serve it on the beach! The staff were all attentive and lovely too Great place to celebrate our 30th wedding anniversary!

Reviewed on Aug 12, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Save 100% on your flight
$1,114
per person
Oct 13 - Oct 17
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
8/10 Very Good! (3,112 reviews)
Great location

Reviewed on Aug 13, 2026

Blue Waters Resort & Spa

Blue Waters Resort & Spa

$1,321
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. John's (ANU)
9.2/10 Wonderful! (277 reviews)
We had two rooms in the 100 block of the hotel for a 9 night all inclusive stay. Reading through the reviews and having made a decision to chose Blue Waters over Carlyle Bay, we were hoping to come away having had a relaxing time. While there are a lot of positives going for the hotel and staff, the shabby chic slightly run down room wasn’t a problem as the view over the beach was lovely, until we had a continual issue with hot water throughout our stay. Given the premium price, having to call reception every day with enough time before you wanted to shower so they could reset the boiler, let everything down. If the issue had been dealt with and monitored so we didn’t have to deal with the frustration of cold water in our rooms when we were ready for a hot shower at the end of a day on the beach, this review would have read very differently. Shame really.

Reviewed on Jul 21, 2026

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5* Romantic vacations in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Blue Waters Resort & Spa

Blue Waters Resort & Spa

$1,321
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. John's (ANU)
9.2/10 Wonderful! (277 reviews)
We had two rooms in the 100 block of the hotel for a 9 night all inclusive stay. Reading through the reviews and having made a decision to chose Blue Waters over Carlyle Bay, we were hoping to come away having had a relaxing time. While there are a lot of positives going for the hotel and staff, the shabby chic slightly run down room wasn’t a problem as the view over the beach was lovely, until we had a continual issue with hot water throughout our stay. Given the premium price, having to call reception every day with enough time before you wanted to shower so they could reset the boiler, let everything down. If the issue had been dealt with and monitored so we didn’t have to deal with the frustration of cold water in our rooms when we were ready for a hot shower at the end of a day on the beach, this review would have read very differently. Shame really.

Reviewed on Jul 21, 2026

Galley Bay Resort & Spa - All inclusive

Galley Bay Resort & Spa - All inclusive

Five Islands Village
$1,636
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. John's (ANU)
9.4/10 Exceptional! (481 reviews)
We loved this resort for our honeymoon! The service was impeccable and the food was outstanding to say the least. The resort gave off a calm and relaxing vibe so if that’s your vacation goal I recommend. It’s a quiet resort so not for couples that want activity.

Reviewed on Aug 12, 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

$1,358
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Philipsburg (SXM)
8.8/10 Excellent! (1,003 reviews)
Best trip every clean hotel great staff and location was amazing definitely recommend this hotel to anybody

Reviewed on Aug 13, 2026

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See all available trips from Columbus to Lesser Antilles
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3 Night Romantic vacations in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
 Cocobay Resort Antigua - All Inclusive - Adults Only

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight
$1,017
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. John's (ANU)
9.4/10 Exceptional! (1,005 reviews)
Our trip to Coco Bay was fantastic! We loved the room with our own private swimming pool, and the food was delicious and different for every meal. I also enjoyed all the tropical drinks they offered and would serve it on the beach! The staff were all attentive and lovely too Great place to celebrate our 30th wedding anniversary!

Reviewed on Aug 12, 2026

Galley Bay Resort & Spa - All inclusive

Galley Bay Resort & Spa - All inclusive

Five Islands Village
$1,636
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. John's (ANU)
9.4/10 Exceptional! (481 reviews)
We loved this resort for our honeymoon! The service was impeccable and the food was outstanding to say the least. The resort gave off a calm and relaxing vibe so if that’s your vacation goal I recommend. It’s a quiet resort so not for couples that want activity.

Reviewed on Aug 12, 2026

Blue Waters Resort & Spa

Blue Waters Resort & Spa

$1,321
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. John's (ANU)
9.2/10 Wonderful! (277 reviews)
We had two rooms in the 100 block of the hotel for a 9 night all inclusive stay. Reading through the reviews and having made a decision to chose Blue Waters over Carlyle Bay, we were hoping to come away having had a relaxing time. While there are a lot of positives going for the hotel and staff, the shabby chic slightly run down room wasn’t a problem as the view over the beach was lovely, until we had a continual issue with hot water throughout our stay. Given the premium price, having to call reception every day with enough time before you wanted to shower so they could reset the boiler, let everything down. If the issue had been dealt with and monitored so we didn’t have to deal with the frustration of cold water in our rooms when we were ready for a hot shower at the end of a day on the beach, this review would have read very differently. Shame really.

Reviewed on Jul 21, 2026

Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
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4 Night Romantic vacations in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
 Cocobay Resort Antigua - All Inclusive - Adults Only

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight
$1,301
per person
Sep 12 - Sep 16
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. John's (ANU)
9.4/10 Exceptional! (1,005 reviews)
Our trip to Coco Bay was fantastic! We loved the room with our own private swimming pool, and the food was delicious and different for every meal. I also enjoyed all the tropical drinks they offered and would serve it on the beach! The staff were all attentive and lovely too Great place to celebrate our 30th wedding anniversary!

Reviewed on Aug 12, 2026

Galley Bay Resort & Spa - All inclusive

Galley Bay Resort & Spa - All inclusive

Five Islands Village
$2,084
per person
Sep 12 - Sep 16
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. John's (ANU)
9.4/10 Exceptional! (481 reviews)
We loved this resort for our honeymoon! The service was impeccable and the food was outstanding to say the least. The resort gave off a calm and relaxing vibe so if that’s your vacation goal I recommend. It’s a quiet resort so not for couples that want activity.

Reviewed on Aug 12, 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight
$1,592
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
8.8/10 Excellent! (1,003 reviews)
Best trip every clean hotel great staff and location was amazing definitely recommend this hotel to anybody

Reviewed on Aug 13, 2026

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 $653. 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
Ready for a romantic getaway? You are sure to enjoy the spa, garden, and 2 restaurants at this adults-only property. You'll also appreciate the romance packages, ...
9.4/10 Exceptional! (1,014 reviews)

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

Travelers say...
"Our trip to Coco Bay was fantastic! We loved the room with our own private swimming pool, and the food was delicious and different for every meal. I also enjoyed all the tropical drinks they offered and would serve it on the beach! The staff were all attentive and lovely too Great place to celebrate ..."

Reviewed on Aug 12, 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
Arrange a getaway at this adults-only property, featuring a spa, ocean-view dining, and romance packages. Couples will appreciate the premium mattresses, Edwardian ...
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 15,161 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.

More vacations you might like

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