Lesser Antilles Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Romantic vacation packages in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Divi Little Bay Beach Resort
$878
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.2/10 Very Good! (1,012 reviews)
Staff was incredible! Everyone was very polite and accommodating! Nika at Sea Breeze was such a friendly and lively bartender. She made the nights fun and always had a smile!
The only drawback of our amazing trip was the restaurants. We knew we were going in the off season. But no where did it say that a few would be closed for remodeling. Or that the themed dinner nights at Pure Ocean were not happening. I was stuck to an Italian menu with very few options. We were hoping to have a taste of the Carribean or some seafood. But we mainly ate burgers, tacos, pizza and wings. Basically bar food. Im sure the place is amazing during peak season.
Reviewed on Sep 19, 2026
Galley Bay Resort & Spa - All inclusive
Five Islands Village
$2,775
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. John's (ANU)
9.4/10 Exceptional! (490 reviews)
Galley bay is a place that when you get there, it exceeds the pictures! It was absolutely beautiful. Most of the main staff was extremely helpful, the only small issue we had was the staff that tended the bars were sometimes very snobby and made it feel like we were bothering them when we asked for drinks. Other than that it was paradise!
Reviewed on Sep 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips5* Romantic vacations in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Galley Bay Resort & Spa - All inclusive
Five Islands Village
$2,775
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. John's (ANU)
9.4/10 Exceptional! (490 reviews)
Galley bay is a place that when you get there, it exceeds the pictures! It was absolutely beautiful. Most of the main staff was extremely helpful, the only small issue we had was the staff that tended the bars were sometimes very snobby and made it feel like we were bothering them when we asked for drinks. Other than that it was paradise!
Reviewed on Sep 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips3 Night Romantic vacations in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Divi Little Bay Beach Resort
$878
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.2/10 Very Good! (1,012 reviews)
Staff was incredible! Everyone was very polite and accommodating! Nika at Sea Breeze was such a friendly and lively bartender. She made the nights fun and always had a smile!
The only drawback of our amazing trip was the restaurants. We knew we were going in the off season. But no where did it say that a few would be closed for remodeling. Or that the themed dinner nights at Pure Ocean were not happening. I was stuck to an Italian menu with very few options. We were hoping to have a taste of the Carribean or some seafood. But we mainly ate burgers, tacos, pizza and wings. Basically bar food. Im sure the place is amazing during peak season.
Reviewed on Sep 19, 2026
Galley Bay Resort & Spa - All inclusive
Five Islands Village
$2,109
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to St. John's (ANU)
9.4/10 Exceptional! (490 reviews)
Galley bay is a place that when you get there, it exceeds the pictures! It was absolutely beautiful. Most of the main staff was extremely helpful, the only small issue we had was the staff that tended the bars were sometimes very snobby and made it feel like we were bothering them when we asked for drinks. Other than that it was paradise!
Reviewed on Sep 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips4 Night Romantic vacations in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Galley Bay Resort & Spa - All inclusive
Five Islands Village
$2,506
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.4/10 Exceptional! (490 reviews)
Galley bay is a place that when you get there, it exceeds the pictures! It was absolutely beautiful. Most of the main staff was extremely helpful, the only small issue we had was the staff that tended the bars were sometimes very snobby and made it feel like we were bothering them when we asked for drinks. Other than that it was paradise!
Reviewed on Sep 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all tripsHow 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 $878. 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
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, ...
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 ...
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
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
Top Romantic Vacation Destinations
- Romantic Vacations in Las Vegas
- Romantic Vacations in Hawaii
- Romantic Vacations in Tennessee
- Romantic Vacations in Florida
- Romantic Vacations in Mexico
- Romantic Vacations in Arizona
- Romantic Vacations in Italy
- Romantic Vacations in the USA
- Romantic Vacations in Costa Rica
- Romantic Vacations in California
- Romantic Vacations in New York
- Romantic Vacations in Texas
- Romantic Vacations in San Diego
- Romantic Vacations in the Florida Keys
- Romantic Vacations in Colorado
- Romantic Vacations in Jamaica
- Romantic Vacations in the Bahamas
- Romantic Vacations in Chicago
- Romantic Vacations in the Caribbean
- Romantic Vacations in Alaska
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
