Greenville can feel especially dreamy with the right person by your side. Spend a whole day exploring together and enjoy the spark of these ardently selected stops. And don’t worry about the weather—Greenville’s average low is 51° and the average high is 72°, so you can celebrate special occasions year-round.
9:00 AM: Perk Up
Start your day with a sumptuous cup of coffee or a stellar breakfast sandwich at Coffee Underground. This Greenville institution serves breakfast, lunch, dinner, and dessert in a cozy, brick-walled space—perfect for setting a warm and inviting tone for your day.
10:00 AM: Picnic Pickup
Take a short stroll to Sully’s Steamers to grab a picnic spread. With an array of hot and cold bagel sandwiches, BYOB (Build-Your-Own-Bagels) options, and plenty of sides like chips, cookies, and fruit, you’ll have everything you need. Staying Downtown? Order online and have it delivered directly to your hotel.
10:30 AM: Scenic Byways
Drive up the Poinsett Highway to Poinsett Bridge, South Carolina’s oldest surviving bridge. This Gothic stone arch—designed by Washington Monument architect Robert Mills—is steeped in history and surrounded by lush Carolina foothills. Explore, skip rocks, and enjoy your picnic in a tranquil setting.
1:00 PM: Sit & Sip
Head to Hotel Domestique for a refreshing sip in the courtyard overlooking the Blue Ridge Mountains. This European-inspired boutique hotel blends luxurious design with breathtaking views, creating a perfect backdrop for an unforgettable moment.
3:00 PM: Renew & Recharge
Back in downtown Greenville, relax with a couple’s massage at River Falls Spa, complete with a private suite and fireside tub. Alternatively, visit M. Judson Booksellers to browse regional books and pick up a unique local gift.
5:00 PM: Trolley On Over
Hop on Greenville’s free trolley for a scenic ride along Main Street. Stop by Art Crossing at RiverPlace, home to more than 20 artists and studios. Explore Greenville’s West End, Fluor Field, and other downtown highlights.
6:00 PM: Palate Up
For dinner, head to The Anchorage in the Village of West Greenville. Chef Greg McPhee’s celebrated eatery offers a field-to-fork experience with seasonal ingredients, botanical cocktails, and a curated wine list. Share plates for a slow-coursed, intimate dining experience.
9:00 PM: Nightcappin’
Visit the two-story bar at Halls Chophouse for a classic cocktail or dessert by the river. If you're hungry, try the Prime Steak "Martini": filet mignon, whipped potatoes, and peppercorn brandy sauce served in a martini glass.
10:00 PM: A Little Night Music
Cap off your day with live jazz or blues. Blues Boulevard Jazz and Rainer’s Bar are both intimate venues offering exceptional performances and a cozy ambiance—the perfect way to end an idyllic day together.
Discover the best ways to experience Greenville, SC, with our diverse collection of curated itineraries! Whether you're planning a scenic road trip, an immersive…
