7 Romantic Destinations to put on your Valentine's Travel List

As Valentine's Day approaches, our hearts turn toward the most romantic destinations right here in the USA, places where love feels as natural as a gentle Southern breeze and as genuine as a warm embrace. At Sawgrass, we believe in the power of authentic experiences, and what better way to celebrate love than by exploring some of our favorite destinations that embody our philosophy of hospitality and culture? From the beaches of Hawaii to the snowy forests of New England, we’re listing our romantic travel ideas for your memorable Valentine’s Day trip:

Hawaii

love-filled escapes, romantic travel ideas

Sunset from Hale Nanea’s private beach

You’d be hard-pressed to find a more romantic backdrop for a love-filled escape than the white sandy beaches and brilliant sunsets of Hawaii. While many visitors flock to the popular destination of Maui or Honolulu, we suggest snagging a spot on the Northern Shore of Oahu between Ka’ena Point and Kahuku for a much more secluded spot for immersing yourself in paradise.

Where we stayed: Hale Nanea is tucked away with a quiet secluded beach in front. The peaceful gardens around the house and white sand beach just steps away allow you to enjoy your own piece of island paradise where the world-renowned surf breaks but away from the hustle.

Vermont

memorable Valentine's Day trips

The Vermont A-Frame beckons

Fancy donning your winter coat and mittens, channeling your inner child to engage in a snowball fight with your Valentine? We have the perfect spot for you: The Vermont A-Frame. What could be more romantic than living out a love story in a snow cabin snuggled in the middle of a National Forest? Meet The Vermont A-Frame- a two-bedroom, one-and-a-half-bath 1965 A-frame cabin that sits on the edge of the Green Mountain National Forest in southern Vermont. We think the A-Frame is the perfect place for travelers to gather, recharge, and revel in the romance of the outdoors.

Travel dates booked for the Vermont A-Frame? Don’t worry, we have another suggestion if you want to immerse yourself in the dreamland of a New England Winter:

Massachusetts

Memorable Valentines Day trips

Just one of Wheatleigh’s Romantic Dining Spots

The Birkshires: Wheatleigh Hotel. One of the smallest (and most intimate) Leading Hotels of the World, Wheatleigh has 19 guest rooms and suites that set the standard for style and sophistication. Understated yet artfully designed, each room features high ceilings, fine antiques, and museum-quality art, while guest baths boast large soaking tubs and separate showers. The perfect spot to indulge in a luxurious stay this Valentine’s Day.

love-filled escape, romantic escapes, valentine's day travel

Beautiful and spacious living area from Urban Farmhouse, a Hallson property

Tennessee

Another East Coast favorite, Nashville’s unique blend of romance and musical magic makes for an unforgettable getaway. Explore the vibrant live music scene on Broadway, share a dance at a honky-tonk bar, and savor Southern cuisine in this city known for its soulful melodies and warm hospitality, making it an ideal destination for a romantic escape.

Our favorite place to stay: Pick from the luxurious portfolio of homes from our friends at Hallson Co. Each home is expertly curated for an elevated experience that will have you planning your next trip before you’ve even left. After a romantic dinner out on the town, or maybe a concert at the Ryman, enjoy a glass of One Hope Wine (compliments of Hallson Co) with your Valentine back at home while enjoying your beautifully appointed stay that feels just like home- but better.


South Carolina

romantic airbnbs, couples' adventures

Charleston’s charming streets

Charleston, with its cobblestone streets, historic mansions, and picturesque waterfront, exudes Southern hospitality and romance, is the quintessential destination for a romantic getaway. Enjoy a horse-drawn carriage ride through the charming streets, savor Lowcountry cuisine at waterfront restaurants, and witness the enchanting sunset over the Battery. In Charleston, love blossoms like magnolias in the spring, creating the perfect setting for a memorable romantic escape.

Our pick for your stay: The Isla Suite. This vibrant boh0-chic Airbnb is luxury at its finest- they’ve thought of everything so you don’t have to. The Isla Suite is just a short stroll away from cocktails, dinner, and shopping options, this cozy retreat is perfect for a romantic getaway.

Georgia

love in Georgia, intimate holiday destinations

Picturesque Hamilton Turner Inn Exterior

Savannah, Georgia: Come wander moss-draped cobblestone streets, and historic squares, dine under the majestic oaks in this beautiful city dripping with antebellum charm— making it the definition of romantic paradise.

Your romantic stay: Hamilton Turner Inn. As one of the most romantic getaways in Savannah, the Hamilton-Turner Inn immerses you in Low Country history, charm, and ambiance from the moment you arrive. A stay here will transport you back to a grander, bygone age when travel truly meant something special and gracious, personalized hospitality was a hallmark of every guest experience.

Florida

romantic travel ideas, couples retreat

View from one of Parrot Key’s Villas

Last, but certainly not least, we circle back to the tropics with Key West, Florida.
What’s the best gift you could give this Valentine’s Day? Relaxation. What better place than amongst Key West's turquoise waters, white sandy beaches, and vibrant sunsets.  A tropical haven for lovers to Snorkel in crystal-clear waters, dine on fresh seafood, and witness the famous Key West sunset celebration

Where to stay? Look no further than - Parrot Key Hotel & Villas- nominated for Travel & Leisures 2024 World’s Best Awards. One the island's most well-thought-out and expansive accommodations, Parrot Key’s rooms, suites, and villas are seamlessly modern and nature-inspired. Each of their guest rooms offer a porch and your view of choice — either lush tropical gardens or the stunning Gulf of Mexico where love flows like the ocean breeze.

This Valentine's Day, let your hearts wander in these domestic destinations where love feels as natural and genuine as the hospitality and culture that surround you. At Sawgrass Marketing, we believe in the power of authentic experiences, and these cities offer the perfect backdrop to let the romantic in you take over. Pack your bags, share your love, and let these romantic domestic destinations work their magic on your heart, creating memories that are sure to last a lifetime.


Are you a short-term rental property owner wondering how to ensure your stay is at the top of people’s travel lists? You’re in the right place. We can help you stand out in this saturated market!

Megan Young