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.

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight

$1,086

per person

Oct 29 - Oct 31

found 1 day ago

Roundtrip flight included

New York (JFK) to St. John's (ANU)

9.4/10 Exceptional! (1,003 reviews)

It was beautiful and the food and drinks were excellent. Certain staff were amazing but most seemed as though we were bothering them. Management was amazing and helpful.

Reviewed on Sep 27, 2026

Galley Bay Resort & Spa - All inclusive

Five Islands Village

Save 100% on your flight

$1,858

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip flight included

New York (NYC) to St. John's (ANU)

9.4/10 Exceptional! (492 reviews)

Staff treats you like family! Incredible experience

Reviewed on Sep 26, 2026

Blue Waters Resort & Spa

Save 100% on your flight

$2,095

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip flight included

New York (NYC) to St. John's (ANU)

9.2/10 Wonderful! (282 reviews)

The Westin St. Thomas Beach Resort & Spa

$1,178

per person

Oct 29 - Nov 1

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to St. Thomas (STT)

8.6/10 Excellent! (1,501 reviews)

I pretty much loved everything. I do think they should handle Italian buffet differently such as different stations rather than one long line that truly took close to forever to wait through.

Reviewed on Sep 29, 2026

Christopher Hotel

Pointe Milou

$3,640

per person

Dec 2 - Dec 7

found 11 hours ago

Roundtrip non-stop flight included

New York (NYC) 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.

Blue Waters Resort & Spa

Save 100% on your flight

$2,095

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip flight included

New York (NYC) to St. John's (ANU)

9.2/10 Wonderful! (282 reviews)

Galley Bay Resort & Spa - All inclusive

Five Islands Village

Save 100% on your flight

$2,166

per person

Oct 29 - Nov 1

found 4 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to St. John's (ANU)

9.4/10 Exceptional! (492 reviews)

Staff treats you like family! Incredible experience

Reviewed on Sep 26, 2026

Christopher Hotel

Pointe Milou

$3,640

per person

Dec 2 - Dec 7

found 11 hours ago

Roundtrip non-stop flight included

New York (NYC) 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.

The Westin St. Thomas Beach Resort & Spa

$1,178

per person

Oct 29 - Nov 1

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to St. Thomas (STT)

8.6/10 Excellent! (1,501 reviews)

I pretty much loved everything. I do think they should handle Italian buffet differently such as different stations rather than one long line that truly took close to forever to wait through.

Reviewed on Sep 29, 2026

Galley Bay Resort & Spa - All inclusive

Five Islands Village

Save 100% on your flight

$1,858

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip flight included

New York (NYC) to St. John's (ANU)

9.4/10 Exceptional! (492 reviews)

Staff treats you like family! Incredible experience

Reviewed on Sep 26, 2026

Blue Waters Resort & Spa

Save 100% on your flight

$2,095

per person

Nov 29 - Dec 2

found 1 day ago

Roundtrip flight included

New York (NYC) to St. John's (ANU)

9.2/10 Wonderful! (282 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

Save 100% on your flight

$1,737

per person

Nov 29 - Dec 3

found 10 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Philipsburg (SXM)

8.8/10 Excellent! (1,006 reviews)

We enjoyed our stay. Only issue was the bathroom. There was not enough lighting. A little update bathroom tile was needed.

Reviewed on Sep 28, 2026

Galley Bay Resort & Spa - All inclusive

Five Islands Village

Save 100% on your flight

$2,550

per person

Nov 29 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to St. John's (ANU)

9.4/10 Exceptional! (492 reviews)

Staff treats you like family! Incredible experience

Reviewed on Sep 26, 2026

Cocobay Resort Antigua - All Inclusive - Adults Only

Save 100% on your flight

$2,020

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

New York (NYC) to St. John's (ANU)

9.4/10 Exceptional! (1,003 reviews)

It was beautiful and the food and drinks were excellent. Certain staff were amazing but most seemed as though we were bothering them. Management was amazing and helpful.

Reviewed on Sep 27, 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 $1,086. 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

Book a stay at this beach property in Valley Church. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. ...

9.4/10 Exceptional! (1,007 reviews)

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

Travelers say...

"It was beautiful and the food and drinks were excellent. Certain staff were amazing but most seemed as though we were bothering them. Management was amazing and helpful."

Reviewed on Sep 27, 2026

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

Valley Church Beach Valley Church Antigua

2 hours drive from Oyster Bay Marina

Book a stay at this beach property in Valley Church. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...

9.4/10 Exceptional! (857 reviews)

Couples like: adults only property, full-service spa, couples spa treatments, restaurant with ocean view

Travelers say...

"Great"

Reviewed on Sep 25, 2026

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 15,282 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.