Lesser Antilles Romantic Vacations 2026

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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

$727

per person

Nov 2 - Nov 5

found 8 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Philipsburg (SXM)

8.2/10 Very Good! (1,010 reviews)

Last year we stayed at Little Debbland we had an ocean view

Reviewed on Oct 1, 2026

Galley Bay Resort & Spa - All inclusive

Five Islands Village

Save 100% on your flight

$2,205

per person

Dec 3 - Dec 6

found 2 hours ago

Roundtrip non-stop flight included

Birmingham (BHM) to St. John's (ANU)

9.4/10 Exceptional! (492 reviews)

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight

$1,604

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

Albany (ALB) to St. John's (ANU)

9.4/10 Exceptional! (1,007 reviews)

My wife and I went in the end of September. I could not recommend Cocobay Resort more highly. Everything was perfect, the

Reviewed on Oct 3, 2026

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

Save 100% on your flight

$1,879

per person

Nov 6 - Nov 8

found 6 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to St. John's (ANU)

9.4/10 Exceptional! (857 reviews)

Christopher Hotel

Pointe Milou

$3,542

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

New Orleans (MSY) to Gustavia (SBH)

9.6/10 Exceptional! (263 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

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5* Romantic vacations in Lesser Antilles

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

Sonesta Ocean Point All Inclusive, Adults Only Resort

$1,457

per person

Nov 2 - Nov 5

found 8 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Philipsburg (SXM)

8.8/10 Excellent! (1,018 reviews)

Hotel was clean, staff during the day were very helpful, but the staff during the evening seemed bothered when they were asked where to rent a car, of if they knew the prices.

Reviewed on Oct 3, 2026

Galley Bay Resort & Spa - All inclusive

Five Islands Village

Save 100% on your flight

$2,205

per person

Dec 3 - Dec 6

found 2 hours ago

Roundtrip non-stop flight included

Birmingham (BHM) to St. John's (ANU)

9.4/10 Exceptional! (492 reviews)

Christopher Hotel

Pointe Milou

$3,542

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

New Orleans (MSY) to Gustavia (SBH)

9.6/10 Exceptional! (263 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

$727

per person

Nov 2 - Nov 5

found 8 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Philipsburg (SXM)

8.2/10 Very Good! (1,010 reviews)

Last year we stayed at Little Debbland we had an ocean view

Reviewed on Oct 1, 2026

Galley Bay Resort & Spa - All inclusive

Five Islands Village

Save 100% on your flight

$2,205

per person

Dec 3 - Dec 6

found 2 hours ago

Roundtrip non-stop flight included

Birmingham (BHM) to St. John's (ANU)

9.4/10 Exceptional! (492 reviews)

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

Save 100% on your flight

$2,597

per person

Dec 11 - Dec 14

found 23 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight

$2,175

per person

Nov 2 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to St. John's (ANU)

9.4/10 Exceptional! (1,007 reviews)

My wife and I went in the end of September. I could not recommend Cocobay Resort more highly. Everything was perfect, the

Reviewed on Oct 3, 2026

Galley Bay Resort & Spa - All inclusive

Five Islands Village

$2,487

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to St. John's (ANU)

9.4/10 Exceptional! (492 reviews)

Sonesta Ocean Point All Inclusive, Adults Only Resort

$2,619

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Philipsburg (SXM)

8.8/10 Excellent! (1,018 reviews)

Hotel was clean, staff during the day were very helpful, but the staff during the evening seemed bothered when they were asked where to rent a car, of if they knew the prices.

Reviewed on Oct 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

View all trips

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 and visiting outside busy months of .

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 $727. Stay during the quiet season, in , for breaks to make your bank balance smile. 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.

What’s the best time of year for a romantic vacation in Lesser Antilles?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

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

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! (1,001 reviews)

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

Travelers say...

"My wife and I went in the end of September. I could not recommend Cocobay Resort more highly. Everything was perfect, the"

Reviewed on Oct 3, 2026

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 ...

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

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.