The South Romantic Vacations

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Top Romantic vacation packages in The South

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

Margaritaville Island Hotel

Downtown Pigeon Forge
$565
per person
Dec 18 - Dec 20
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Knoxville (TYS)
9.4/10 Exceptional! (1,508 reviews)
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Matecumbe
Save 100% on your flight
$1,262
per person
Dec 18 - Dec 22
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Miami (MIA)
9.2/10 Wonderful! (1,471 reviews)
Omni Dallas Hotel

Omni Dallas Hotel

Downtown Dallas
Save 100% on your flight
$599
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Dallas (DFW)
9.2/10 Wonderful! (3,762 reviews)
Hotel Contessa

Hotel Contessa

Downtown San Antonio
$851
per person
Dec 18 - Dec 21
found 2 hours ago
Roundtrip non-stop flight included
North Platte (LBF) to San Antonio (SAT)
9/10 Wonderful! (3,979 reviews)
Excellent location, spacious rooms, and a great room layout. Unfortunately, calling this a luxury property is a stretch. The bathtub was peeling, the walls were damaged, and the property generally showed its age. We also had to call for basic items like an ironing board and extra linens. I’m sure some guests love the hotel’s “signature” scent, but it was incredibly overpowering our first night. It gave me a terrible headache, and there was no escaping it. And while I realize daily amenity fees are becoming increasingly common, charging one for a property with a tiny, poorly maintained pool and a gym we won’t use feels particularly unjustified. Especially after paying $60+ fees each day for parking. It’s a surefire way to put the final nail in the we’ll-never-stay-here-again coffin. Great location, but the condition of the property and the nickel-and-diming make it difficult to recommend.

Reviewed on Oct 17, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
$743
per person
Dec 18 - Dec 20
found 10 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
8.6/10 Excellent! (3,636 reviews)
.

Reviewed on Oct 17, 2026

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5* Romantic vacations in The South

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Atlanta

The Ritz-Carlton, Atlanta

Downtown Atlanta
$386
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Atlanta (ATL)
8.8/10 Excellent! (1,004 reviews)
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Matecumbe
Save 100% on your flight
$1,262
per person
Dec 18 - Dec 22
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Miami (MIA)
9.2/10 Wonderful! (1,471 reviews)
The Peabody Memphis

The Peabody Memphis

Downtown Memphis
$775
per person
Dec 18 - Dec 21
found 4 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Memphis (MEM)
9.4/10 Exceptional! (1,022 reviews)
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3 Night Romantic vacations in The South

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

Margaritaville Island Hotel

Downtown Pigeon Forge
Save 100% on your flight
$603
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Knoxville (TYS)
9.4/10 Exceptional! (1,508 reviews)
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Matecumbe
Save 100% on your flight
$909
per person
Dec 22 - Dec 25
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Miami (MIA)
9.2/10 Wonderful! (1,471 reviews)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
Save 100% on your flight
$704
per person
Dec 18 - Dec 21
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Key West (EYW)
8.6/10 Excellent! (3,636 reviews)
.

Reviewed on Oct 17, 2026

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4 Night Romantic vacations in The South

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

Fontainebleau Miami Beach

Mid Beach
Save 100% on your flight
$855
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (9,051 reviews)
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Matecumbe
Save 100% on your flight
$1,262
per person
Dec 18 - Dec 22
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Miami (MIA)
9.2/10 Wonderful! (1,471 reviews)
Chateau On The Lake Resort Spa and Convention Center

Chateau On The Lake Resort Spa and Convention Center

Skyview
$896
per person
Nov 20 - Nov 24
just found
Roundtrip flight included
Houston (HOU) to Springfield (SGF)
8.4/10 Very Good! (1,406 reviews)
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How to find a romantic The South vacation

How can I find the best The South 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 The South 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 The South?

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 The South?

Put a price on love with stunning deals for duos starting at just $386. Prices and availability are subject to change. Additional terms may apply.

Can I book The South 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 The South?

To book a loved-up break in The South, 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 The South 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 The South 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 The South Hotels

Omni Dallas Hotel

Omni Dallas Hotel

555 S Lamar St Dallas TX
Rekindle the romance with your special someone. Consider booking a getaway at this hotel where you're sure to love the hot tub and spa. Other amenities to enjoy ...
Omni Dallas Hotel
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
  • 11 hours drive from Walt Disney World® Resort
A spa, in-room massages, and ocean-view dining await couples visiting this romantic hotel. The property also offers happy hours, premium mattresses, and a waterfront ...
8.6/10 Excellent! (3,626 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining

Travelers say...
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Reviewed on Oct 17, 2026

Southernmost Beach Resort and Guesthouses
Grand Galvez Resort, Autograph Collection

Grand Galvez Resort, Autograph Collection

2024 Seawall Blvd Galveston TX
  • 27 hours drive from Walt Disney World® Resort
If you're in the mood for love, consider staying at this romantic hotel, featuring a spa and a garden. You'll also love the hot tub, pool cabanas, and premium ...
Grand Galvez Resort, Autograph Collection
See all 661,009 properties in The South
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.

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$46
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$37
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in The South

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.