Last Minute Romantic Getaways

Last minute romantic getaways are some of the best and most unique trips, underrated favorites that always leave unforgettable memories.

Last minute romantic getaways are some of the most unique and exciting trips to plan, and honestly, they’re some of my favorite kinds of escapes because they feel spontaneous and full of energy.

I love how these trips can be underrated compared to big, planned vacations. You get the best kind of surprise when you and your partner discover someplace new together without overthinking every detail. That spontaneity makes the experience even more special.

What makes last minute romantic getaways truly unique to me is how flexible they can be. Maybe it’s a cozy inn a short drive away, a hidden beach town you never considered, or a vibrant city that comes alive with just the two of you exploring hand-in-hand.

So if you’re planning something on the fly, think about what excites you both most: peaceful relaxation, fun adventures, or intimate cultural moments.

Best Last Minute Romantic Getaways:

Florence, Oregon: Driftwood and Dunes

We strolled along the riverfront just after a rain, the sky breaking open in soft streaks of gold. Florence smelled like sea spray and cedar, like wet sand and fresh bread. The town felt tucked into the coast. It was small, misty, and full of corners that invited us to slow down.

I was instantly charmed by the small-town feel mixed with stunning coastal beauty. I loved how the Siuslaw River winds through the town, giving me gorgeous water views while I explored the historic streets.

One of my favorite parts of Florence was strolling along the Old Town waterfront. I found quirky shops, cozy cafés, and art galleries that made me want to linger for hours. I especially enjoyed stopping for fresh seafood—it felt like the perfect coastal treat.

I couldn’t resist heading out to the Oregon Dunes National Recreation Area, and it was absolutely amazing. Standing on those towering sand dunes, I felt like I had discovered a hidden desert by the sea, and the views stretched on forever.

I also loved visiting Heceta Head Lighthouse, which felt both romantic and dramatic perched high on the cliffside. Watching the waves crash below and the light beam out over the Pacific was one of the best moments of my trip.

What made Florence even more special to me was how it blended adventure and relaxation. I could spend the day exploring trails, dunes, and beaches, then return to town for a peaceful evening of good food and river views.

For me, Florence is a true gem on the Oregon Coast, the kind of getaway that feels both underrated and unforgettable. Every time I think back on it, I know it’s a place I’ll return to again and again.

Plan your Florence trip:

• Drive Time from Eugene: ~1.5 hours west
• Best Time to Visit: Spring through early fall for milder weather

San Marcos, California: Hillside Calm and Golden Light

I spent a weekend in in San Marcos, California, and I loved how this city perfectly combines a laid-back vibe with plenty of things to do. Nestled in North San Diego County, it gave me easy access to both the coast and the inland hills, which made it such a versatile spot to explore.

One of my favorite parts of San Marcos was the abundance of trails and open spaces. I hiked Double Peak Park and felt rewarded with sweeping views of the ocean, mountains, and valleys—it was honestly one of the best viewpoints I’ve seen in Southern California.

I also loved exploring Lake San Marcos, which felt like a hidden retreat right in the middle of town. Spending an afternoon kayaking on the calm water or simply relaxing by the shore made me feel like I was on a mini getaway without going far.

The food scene in San Marcos really impressed me too. From casual breweries to upscale dining, I found so many options that made each night out feel special. One evening, I enjoyed a craft beer along “Restaurant Row,” and it quickly became one of my favorite local experiences.

What stood out most to me was how underrated San Marcos felt compared to its neighboring cities. I got to enjoy all the natural beauty, good food, and welcoming atmosphere without the heavy crowds, which made my time there even more enjoyable.

For me, San Marcos is a true gem in Southern California—a balanced mix of adventure, relaxation, and charm that makes it a memorable getaway every time.

My best food pick: Brunch at Old California Coffee House. I had a breakfast burrito with eggs, avocado, and roasted poblano cream. It was warm, smoky, and just a little spicy. The coffee smelled rich and nutty, and we ate slowly, the front door open to the breeze and soft conversation.

Plan your last minute trip to San Marcos:

• Drive Time from San Diego: ~40 minutes north
• Best Time to Visit: March to June for wildflowers and mild sun

Benton Harbor, Michigan: Shoreline Quiet and Garden Paths

We strolled along the bluff just before sunset, the lake glowing in the distance like poured gold. Benton Harbor felt like the edge of summer, even when it wasn’t.

I loved how it felt both artsy and industrial, with its historic roots blending into a new creative energy that really drew me in.

One of my favorite places to explore was the Arts District, where I wandered past colorful murals, galleries, and unique local shops. I felt like I had stumbled onto a hidden side of the city that most people don’t expect to find here.

Of course, being so close to Lake Michigan, I couldn’t resist spending time by the water. Jean Klock Park was absolutely beautiful, and standing on the wide sandy beach while watching the waves roll in felt like one of the best simple pleasures of the trip.

I also loved discovering the local food and drink scene. From cozy cafés to craft breweries, Benton Harbor had plenty of spots where I could relax and enjoy a great meal. One evening, I tried a wood-fired pizza at a neighborhood restaurant, and it instantly became one of my favorite memories there.

What really stood out to me was how underrated Benton Harbor is. It has this quiet charm, with a mix of history, art, and natural beauty that made me feel like I’d found a little Midwest gem.

For me, Benton Harbor isn’t just a stop along Lake Michigan—it’s a meaningful getaway destination that combines creativity, community, and the calming pull of the lake in such a unique way.

Plan your Benton Harbor trip:

• Drive Time from Chicago: ~2 hours northeast
• Best Time to Visit: Late spring through early fall for markets, swimming, and patio meals

Greenville, South Carolina: Waterfalls and Window Seats

In Greenville, I was immediately struck by how vibrant and welcoming the city felt. I loved strolling through the charming downtown, where tree-lined streets, boutiques, and cafés created such a lively atmosphere.

One of my favorite experiences was exploring Falls Park on the Reedy. Standing on Liberty Bridge and looking out over the waterfalls made me realize why this place is often called the heart of Greenville—it truly is one of the best urban green spaces I’ve ever seen.

I also loved how Greenville has such a strong food scene. From Southern comfort food to inventive modern cuisine, every meal felt like a treat. One night I dined al fresco under string lights, and it quickly became one of my favorite memories of the trip.

The arts and culture surprised me too. I found galleries, live music, and even outdoor art installations scattered throughout the city. It made the whole experience feel dynamic, and I thought it was such an underrated part of Greenville’s charm.

What I appreciated most was how the city blends small-town warmth with big-city energy. I could relax by the river in the morning, shop and explore in the afternoon, and enjoy a lively nightlife scene by evening—it felt like the perfect getaway mix.

For me, Greenville is a true gem in the South, full of personality, beauty, and culture. Every time I think back on it, I know it’s one of my favorite destinations to return to.

Plan your last minute trip to Greenville:

• Drive Time from Atlanta: ~2.5 hours northeast
• Best Time to Visit: March to May or September to November for perfect walking weather

Manhattan, Without a Map

When we started talking about a last minute romantic getaway, Manhattan was the first place that came to mind. Having lived there for 10 years before moving to Austin, I knew how much the city’s energy could blend with quiet, intimate moments, making it the best destination for two.

We wandered through Central Park, holding hands under the canopy of trees, and it felt like we had discovered a hidden world inside the city. It was amazing to escape the traffic and noise and just listen to the soft rustle of leaves.

Our stay near Times Square gave us easy access to everything, yet we found ourselves sneaking away to smaller neighborhoods where we stumbled upon a gem of a wine bar. Sharing a bottle by candlelight became one of my favorite memories of the trip.

At night, we took in skyline views from a rooftop lounge. I couldn’t believe how joyful it felt to sip cocktails while gazing at the Empire State Building lit up against the dark sky. It was pure magic.

We also explored the West Village, where charming streets led us to cozy restaurants. Every corner seemed like an exciting discovery, and we found ourselves laughing over late-night desserts and coffee like it was our first date all over again.

What surprised me most was how Manhattan can feel both thrilling and intimate at the same time. Even though Austin is home now, savoring each moment together in a city I once called home made this weekend an absolute best romantic escape.

Baraboo, Wisconsin: Bluffs, Books, and a Great Sunset

On our weekend getaway to Baraboo, I was amazed by how much natural beauty and history this small town holds. Nestled among rolling hills and bluffs, I loved how it felt both peaceful and adventurous at the same time.

One of my favorite experiences was exploring Devil’s Lake State Park. Hiking the trails and looking out over the sparkling lake from the quartzite bluffs gave me some of the best views I’ve ever seen in the Midwest—it was breathtaking and unforgettable.

I also loved wandering through downtown Baraboo, where historic buildings, local shops, and cozy cafés gave me such a warm, welcoming feeling. It felt like a hidden slice of small-town charm that I was lucky to discover.

As a fan of unique history, I couldn’t miss the Circus World Museum. Learning about Baraboo’s circus heritage and seeing the colorful wagons and exhibits made me realize how much this town has contributed to American entertainment—it was one of my favorite highlights.

I found Baraboo to be an underrated destination for food and drink as well. From craft breweries to homestyle diners, I enjoyed meals that made me feel right at home after a day of exploring.

For me, Baraboo is a true gem in Wisconsin. It combines outdoor adventure, fascinating history, and small-town hospitality in a way that makes it the perfect getaway for anyone who loves both nature and culture.

Plan your Baraboo trip:

• Drive Time from Madison: ~1 hour north
• Best Time to Visit: September through October for fall colors and crisp trails

Livingston, Montana: Wide Skies and Western Stillness

I was instantly captivated by the way Livingston, Montana blends rugged Western spirit with artistic charm. Surrounded by the Absaroka Mountains and just a short drive from Yellowstone, I loved how every view felt like it belonged on a postcard.

One of my favorite experiences was simply walking through the historic downtown. The old brick buildings, vintage neon signs, and welcoming storefronts made me feel like I had stepped back in time, yet there was an energy that felt fresh and creative.

I loved how the Yellowstone River flows right by town, offering endless opportunities for fly fishing, rafting, or just sitting by the water to watch the sunset. Those quiet riverside moments became some of my best memories during the trip.

Livingston also surprised me with its arts and culture scene. I found galleries, live music, and local theaters that gave the town such a creative pulse. It’s one of those underrated aspects of Livingston that makes it feel so special.

The food and drink scene was another highlight. I enjoyed a hearty steak dinner one evening and then stopped into a lively saloon where locals and visitors mixed with ease—it quickly became one of my favorite nights in Montana.

For me, Livingston is a true gem, a place where rugged mountains meet artistic soul. It’s the kind of getaway that makes you feel both inspired and at home, and I know it’s a destination I’ll return to again.

Plan your Livingston trip:

• Drive Time from Bozeman: ~30 minutes east
• Best Time to Visit: Late spring through early fall for clear skies and open trails

Pueblo, Colorado: Riverwalk Glow and Red Chile Air

I always feel a sense of authenticity when I visit Pueblo, Colorado. The city has such a rich cultural identity, and I love how it blends history, art, and food into a welcoming atmosphere that feels alive with local pride.

I usually start my time at the Historic Arkansas Riverwalk, where I can stroll along the water, enjoy the sculptures, and even take a boat ride. It’s not only relaxing, but it also gives me a glimpse of how Pueblo celebrates its community spirit.

I can’t resist stopping at the local eateries, especially since Pueblo is known for its famous green chile. I find myself drawn into diners and family-owned restaurants where I get to taste spicy, flavorful dishes that stay with me long after I’ve left.

I often visit the Pueblo Weisbrod Aircraft Museum because I find aviation history fascinating. Walking through the displays, I imagine what it must have been like during different eras of flight, and I always leave feeling like I’ve learned something new.

I also like to explore Pueblo’s arts scene, especially the creative murals and galleries tucked around downtown. The Sangre de Cristo Arts Center always pulls me in with its rotating exhibits and local performances.

I think what makes Pueblo truly stand out is its balance of tradition and innovation. It’s not just about history—it’s about a living culture that continues to evolve. Every time I come back, I discover something fresh, which makes Pueblo one of my favorite Colorado destinations.

Plan your Pueblo trip:

• Drive Time from Colorado Springs: ~45 minutes south
• Best Time to Visit: September to early November for harvest season and cooler nights

San Francisco Whirlwind, Sweet and Strange

I always feel an instant rush of excitement when I arrive in San Francisco. The city’s energy, steep hills, and iconic skyline make me feel like I’ve stepped into a place that’s constantly alive with possibility.

We began our morning with Plow in Potrero Hill. I ordered the lemon ricotta pancakes, fluffy, golden, tasting like warm sunshine with a touch of zest. The scent of fresh coffee drifted from the next table, and I felt time slow down.

From there, we walked up to the Randall Museum, a hilltop gem full of hands-on exhibits, live animals, and sweeping city views. We wandered through geology displays and stood quietly in front of the beehive, watching a whole world work behind glass.

We strolled around Valencia, window-shopped, then ducked into StarBelly for a midday pause. Their flatbread was crisp and salty with fig and goat cheese, sweet and sharp at once. Nearby, Super Duper Burgers pulled us in with the smell of grilled beef and garlic fries. We split one burger and two laughs, sitting by the window watching Mission life drift by.

Dinner that night was Kusakabe, where each piece of nigiri felt like a ceremony. The fish was clean, cool, with rice still warm, each flavor unfolding like a quiet story. Next day, we followed the tip of a friend and joined a Emperor Norton’s Fantastic San Francisco Time Machine tour.

That evening, we ended at Raven Bar, its red glow and old-Hollywood film clips playing across the walls. I watched couples sway close and thought, “This night feels borrowed, in the best way.” And before heading home, we made one last stop: Delarosa, for late-night Roman pizza and fried artichokes under strings of light that made the city feel like a warm secret.

I think what makes San Francisco so unique is how it combines natural beauty with urban charm. Whether I’m standing on Twin Peaks looking down at the city lights or sipping coffee in a cozy café, I always feel like San Francisco has something unforgettable waiting for me.

Plan your romantic San Francisco escape:

• Best For: Couples who love city energy with sudden quiet corners
• Vibe: Unexpected elegance, coastal cool, storybook oddities

Conclusion: When You Just Go

We didn’t circle dates or wait for perfect weather. We just picked a place, packed light, and left. What we found were towns that welcomed us with open windows and quiet streets, places where conversation stretched out and time bent softly around us.

Each of these getaways reminded me that romance isn’t always in the planning. It’s in a lakeside bench, a shared dessert, a hand held on a trail that wasn’t even on the map. Sometimes, all it takes is a little space, a little distance, and the decision to go, together.

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Let me help you plan your next authentic and truly unique getaway. I've been a travel professional for nearly 30 years. I've been featured on abc6 Morning Show, Best of the Web, USAToday, and many other media outlets, government and educational institutions. Click for more.