Travel to One of These 5 American Cities for Valentines Day!

Not sure where to spend this Valentine’s Day with your significant other? Planning a last-minute getaway to make this year extra special? Travel is a powerful way to deepen your connection and create new memories together. A change of scenery allows you to step out of your routine and experience new adventures, strengthening your bond while also giving you the chance to unwind and recharge. Whether you’re looking for a cozy escape or a lively city vibe, a weekend getaway is the perfect way to surprise your partner and celebrate your love in a meaningful way!
A romantic trip offers more than just a getaway; it’s an opportunity to build lasting memories with your loved one, sharing moments that will stay with you long after you return. A weekend trip is a simple yet thoughtful way to show your partner how much they mean to you, creating a unique celebration of love that will be remembered for years to come. Keep reading for my best five Valentine’s Day travel destinations within the U.S!
#1: Austin, Texas




Austin, Texas, is a fantastic destination for a Valentine’s Day weekend getaway, offering the perfect blend of romance and adventure. The city’s lively atmosphere, with its vibrant music scene and bustling downtown, creates an exciting backdrop for celebrating love. Austin’s elevated dining options, from intimate farm-to-table restaurants to rooftop spots with stunning views, make it easy to enjoy a memorable meal together. Plus, the mild February weather allows couples to explore outdoor gems like Lady Bird Lake or take a romantic stroll along South Congress Avenue. For a unique and unforgettable Valentine’s celebration, Austin has it all!
Date Ideas:
- Walk & Shop on South Congress Street
- Pedal Boats at Lady Bird Lake
- Eat Kerlaches from Food Trucks
Dining Recs:
- Noble Joe Coffee Co. – Coffee & Matcha
- Here Nor There – Cocktails
- Terry Black’s BBQ – Beef Ribs
Planning a trip to Austin, Texas?
Read my travel guide for Austin!
#2: New York, New York




New York City is an iconic destination for a Valentine’s Day weekend, offering endless opportunities to celebrate love in style. Whether you’re strolling hand in hand through Central Park, soaking in the skyline views from the Empire State Building, or enjoying a Broadway show, the city’s energy is unmatched. New York’s dining scene is second to none, with everything from cozy candlelit bistros to world-class Michelin-starred restaurants to set the perfect mood. In February, the crisp winter air and twinkling lights add a touch of magic, making NYC an unforgettable spot for a romantic getaway.
Date Ideas:
- Bring Pop-Up Bagels to Central Park
- Walk the Brooklyn Bridge
- Watch a Broadway Show
Dining Recs:
- Il Cortile – Pasta in Little Italy
- L’industrie Pizza – NYC Style Pizza
- With Others – Wine Bar
- Milano Market – Italian Paninis
Planning a trip to New York, New York?
Read my travel guide for New York City!
#3: Chicago, Illinois




Chicago is an ideal spot for a Valentine’s Day weekend, combining its rich culture with romantic charm. Wander through the city’s iconic neighborhoods like Lincoln Park or Old Town, where cobblestone streets and cozy cafés set a dreamy vibe. Enjoy a river cruise or take in the city’s skyline from an observation deck for a truly unique perspective. Chicago’s culinary scene is unmatched, offering everything from deep-dish pizza to fine dining experiences that cater to every couple’s style. February brings a cozy winter atmosphere, perfect for bundling up and exploring the city hand in hand.
Date Ideas:
- Stroll Lincoln Park (there’s a free zoo too!)
- Ice Skate Under the Chicago Bean in Millennium Park
- Games and Drinks at the Chicago Athletic Club
Dining Recs:
- Coda Di Volpe – Romantic Italian Dinner
- Aba – Trendy Mediterranean Dinner
- Meadlowlark – Moody Speakeasy Bar
- Good Ambler – Coffee
Planning a trip to Chicago, Illinois?
Read my travel guide for Chicago!
#4: Oahu, Hawaii




Oahu, Hawaii, is a dreamy Valentine’s Day destination, offering warm weather and the chance to trade February’s gray skies for sunny beaches and ocean breezes. Imagine spending your days relaxing on soft, sandy shores or riding along scenic coastal roads on a moped, the wind in your hair as you hold onto your partner. The island’s laid-back vibe invites you to slow down and savor the beauty around you, from stunning sunsets to the sound of waves crashing against the shore. With its blend of tropical romance and effortless charm, Oahu is the perfect escape to celebrate your love.
Date Ideas:
- Surf or Sail at Wakiki Beach
- Hike the Moana Falls Trail
- Swim and Tan at Waimanalo Beach
Dining Recs:
- Herringbone – Elevated Seafood Dinner
- Kbaybros Fish & Ice – The Best Fresh Poke
- Guava Smoked – Casual BBQ Spot
Planning a trip to Oahu, Hawaii?
Read my travel guide for Oahu?
#5: San Juan, Puerto Rico




Puerto Rico offers a perfect blend of romance and adventure for a Valentine’s Day weekend, with San Juan as the heart of your journey. Stroll through the colorful streets of Old San Juan, where historic charm meets vibrant energy, or enjoy a quiet moment on the beautiful beaches nearby. For a romantic escape, take a day trip to Culebra, where you’ll find the stunning Flamenco Beach—one of the most beautiful in the world. The island’s lush forests and coastal towns provide a serene backdrop for exploring together, whether hiking through El Yunque or enjoying a peaceful sunset by the water. Puerto Rico’s rich culture, scenic landscapes, and warm weather make it an unforgettable destination to celebrate love.
Date Ideas:
- Explore the Forts: Castillo San Felipe del Morro and Castillo San Cristóbal
- Wander Around Old San Juan
- Hike in El Yunque National Forest
- Day Trip to Culebra for Flamenco Beach
Dining Recs:
- Restaurant Villa Pesquera Herrera – Outdoor Fresh Seafood Restaurant
- Los Kioskos – Casual Dining Spot of Several Food Stands
- Try the Local Beach Bars!
Planning a trip to San Juan, Puerto Rico?
Read my travel guide for Puerto Rico!
No matter what kind of Valentine’s Day getaway you’re dreaming of, these five destinations in the U.S. offer something for every couple. Whether you’re seeking a cozy winter escape in Chicago, the energy and romance of New York City, or the tropical bliss of Oahu and Puerto Rico, each spot promises a unique experience that will make your celebration unforgettable. And for couples who crave lively music, great food, and a fun, laid-back vibe, Austin, Texas, offers the perfect mix of romance and adventure.
Whether you’re looking for warm weather, vibrant culture, or luxurious dining experiences, you’ll find the perfect place to create lasting memories with your partner this Valentine’s Day. These five cities are perfect for a romantic getaway celebrating the love of your life for Valentine’s Day!
- Austin, Texas
- New York, New York
- Chicago, Illinois
- Oahu, Illinois
- San Juan, Puerto Rico
Enjoy your trip spending Valentine’s Day with your lover and creating new memories! Don’t forget to check out the linked travel guides for each of these cities for more ideas!