Photo by Jennifer Hott-Greenway
Open Photo by Jennifer Hott-Greenway
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.
- Trump International Beach Resort
Jan 19 - Jan 23Trump International Beach Resort + Flight
Ocean Four4 nights4.5 star property8.4/10 - Very good (4,343 reviews)"Extraordinary The trump is the best thanks"Reviewed November 11, 2026Roundtrip • Boston (BOS) - Miami (MIA)BOS - MIA • Nonstop FLL - BOS • Nonstop - EAST Miami
Jan 13 - Jan 19EAST Miami + Flight
Brickell5 nights5.0 star property9.2/10 - Wonderful (4,229 reviews)"Great staff great location more instagram worthy then nice in real life but better than a lot of hotels in the area"Reviewed November 12, 2026Roundtrip • Boston (BOS) - Miami (MIA)BOS - MIA • Nonstop MIA - BOS • Nonstop - Cheeca Lodge & Spa
Jan 16 - Jan 20Cheeca Lodge & Spa + Flight
Matecumbe4 nights5.0 star property9.2/10 - Wonderful (1,513 reviews)"The room was clean and spacious. We stayed in a King suite, garden view. Staff throughout the property were friendly and accommodating. We had breakfast, lunch and dinner at the resort. Food was excellent at the pool and main restaurant. Drinks at the resort were pricey but delicious! Pool areas were clean with nicely maintained chairs. The grounds were gorgeous and well maintained. The free amenities included fishing, paddle boards, tennis, golf and a basketball court. My only complaint was..."Reviewed November 12, 2026Roundtrip • Boston (BOS) - Miami (MIA)BOS - FLL • Nonstop MIA - BOS • Nonstop$1,988$1,323found 1 day agoper traveler - Westgate Lakes Resort & Spa Universal Studios Area
Dec 29 - Jan 2Westgate Lakes Resort & Spa Universal Studios Area + Flight
Orlando4 nights4.0 star property8.4/10 - Very good (7,355 reviews)Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • 1 stop$1,273$874found 1 day agoper traveler - The Sunny Miami Sunny Isles Beach, Curio Collection by Hilton
Jan 15 - Jan 21The Sunny Miami Sunny Isles Beach, Curio Collection by Hilton + Flight
Ocean Four6 nights4.0 star property9.0/10 - Wonderful (928 reviews)Roundtrip • Boston (BOS) - Miami (MIA)BOS - MIA • Nonstop FLL - BOS • Nonstop$1,696$1,224found 1 day agoper traveler
Discover the most popular places to visit in The South
What to do in The South
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travelers recommend
Boston Harbor Sightseeing Cruise
$51
per adult
80% of travelers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travelers recommend
Top Romantic The South Hotels
Drury Plaza Hotel Orlando - Disney Springs Area
Drury Plaza Hotel Orlando - Disney Springs Area4.0 star property
605.8 mi from The South
9.8 out of 10, Exceptional, (6,245 reviews)
9.8/10
Exceptional
(6,245 reviews)
$185 nightly
The price is $208
$208 total
Nov 23 - Nov 24
Total with taxes and fees
Tru by Hilton Austin Airport, TX
Tru by Hilton Austin Airport, TX2.5 star property
505.6 mi from The South
9.2 out of 10, Wonderful, (1,570 reviews)
9.2/10
Wonderful
(1,570 reviews)
$80 nightly
The price is $93
$93 total
Nov 29 - Nov 30
Total with taxes and fees
9.4 out of 10, Exceptional, (2,337 reviews)
9.4/10
Exceptional
(2,337 reviews)
"Great safe, Joan is a Gem!"
$119 nightly
The price is $134
$134 total
Dec 14 - Dec 15
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks3.0 star property
603.8 mi from The South
9.4 out of 10, Exceptional, (6,488 reviews)
9.4/10
Exceptional
(6,488 reviews)
"🤞🏼"
$59 nightly
The price is $67
$67 total
Nov 17 - Nov 18
Total with taxes and fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center3.0 star property
600.3 mi from The South
9.4 out of 10, Exceptional, (5,755 reviews)
9.4/10
Exceptional
(5,755 reviews)
"Very good budget friendly hotel!"
$79 nightly
The price is $89
$89 total
Dec 8 - Dec 9
Total with taxes and fees
8.8 out of 10, Excellent, (2,045 reviews)
8.8/10
Excellent
(2,045 reviews)
"From the minute we drove up to the time we left, the staff was friendly willing to assist, always smiling. The shuttle driver, valet and always greating us in the lobby. Didn't matter if he was cleaning the floor or making coffee or driving us. He went out his way. The rest of the staff was very good also. Thank you for making our stay memorable 💖. We will be back!"
$98 nightly
The price is $112
$112 total
Dec 13 - Dec 14
Total with taxes and fees
Surfside Beach Oceanfront Hotel
Surfside Beach Oceanfront Hotel3.0 star property
630.3 mi from The South
9.6 out of 10, Exceptional, (1,638 reviews)
9.6/10
Exceptional
(1,638 reviews)
$96 nightly
The price is $108
$108 total
Nov 18 - Nov 19
Total with taxes and fees
9.0 out of 10, Wonderful, (4,147 reviews)
9.0/10
Wonderful
(4,147 reviews)
$123 nightly
The price is $141
$141 total
Dec 14 - Dec 15
Total with taxes and fees
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.
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.
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 $749. 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?