5 romantic trip ideas for a Valentine’s Day getaway

For some, Valentine’s Day is a romantic opportunity to declare their love, but for others – it’s just another frigid day in the middle of winter. No matter your relationship status, Valentine’s Day is about coming together to celebrate the most cherished people in our lives. Instead of jewelry or chocolates, commemorate your love and make lasting memories together on a romantic getaway.

Here are 5 of our favorite romantic escapes to consider this Valentine’s Day…

Hamilton, Bermuda

Trade in a wintery mix for turquoise Bermuda water. There’s nothing like flying to the island and seeing the bright aquamarine ocean below. Bermuda is a small archipelago set in the middle of the Atlantic. Despite it being a tropical paradise, Bermuda is actually 900 miles away from the Caribbean, but only 600 miles from the Southern shores of North Carolina, making it quite easy to reach if flying from the East Coast.

The islands are known for their pink-sand beaches. Horseshoe Bay is arguably the most popular and frequented beach by visitors to Bermuda, but much of the southern coast is lined with hidden gems.

Just up from Horseshoe Bay are the less crowded Hidden Beach, Angle Beach, Jobson’s Cove. Warwick Long Bay provides plenty of space to spread out on the sand, and Elbow Beach is well known for snorkeling to view the sunken ship just beyond the shore.

There are many resorts and luxurious hotels to stay across the main island, however, the Hamilton Princess and Beach Club holds a romantic flair. Much like the beaches, the Hamilton Princess’s pink color provides a beautifully unique backdrop perfect for Valentine’s Day selfies.

The Fairmont Managed Hotel is only steps away from downtown Hamilton and Bermuda’s Bacardi Headquarters. The resort is conveniently located around the corner from boutique shopping, restaurants, and all the nightlife that Hamilton has to offer. Plus, the private Beach Club at Sinky Bay is quite the perk!

Pacific Coast (Oregon Coast)

Pack your bags, we’re going on an adventure

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I may be biased coming from Oregon, however I do believe that the Oregon Coast provides quite the romantic escape during the colder months. Cozy up at a beachside hotel, light the fireplace, and enjoy watching the waves crash along the shore.

The Oregon coast is home to dramatic cliffs, thick pine forests, and tons of great seafood. Haystack Rock at Cannon Beach is an iconic figure that towers over the tidepools. Understandably, you have to stop there for the classic Haystack Rock photo, but afterwards, keep exploring Cannon Beach’s historic downtown and then make a stop at Pelican Brewing for fish tacos, fresh salmon, and a pint of Pelican’s Updrift IPA.

Likewise, cruise down the 101 to Newport and try Rogue Ales and Spirits halibut fish and chips. Extra crunchy, with hints of curry, it’s a dish that warms the soul. For some of the best clam chowder along the Oregon Coast, make a stop at The Chowder Bowl in Newport.

Many times when visiting the Oregon Coast, I find a rental property with beach access, however if I’m looking to pamper myself, I recommend staying at Headlands Coastal Lodge and Spa. Set at the base of Cape Kiwanda in Pacific City, Headlands combines cozy and luxury. Besides treating yourself at their Tidepool’s Spa, they’ll even set up a beach bonfire for you, with blankets and supplies for s’mores. It’s a dream come true.

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Palm Springs, California

For sunny skies and gay vibes, look no further than Palm Springs. This is one of my favorite places to escape to during the winter months, and for obvious reasons, it’s like flying into summer!

If you’re looking for a fun night out, head to Arenas Road for Palm Springs’ most popular gay bars. Hop from QUADZ, to Chill Bar, Hunter’s, Dick’s, and Tryst Bar and Lounge. Located all within the same block, the area really provides for a great time.

For an all-male gay resort, check-in to Twin Palms Resort. Another iconic accommodation is Trixie Motel, owned by Trixie Mattel herself. For something more sleek and modern, the Ace Hotel on the southern end of town is a great place to relax and unwind.

Edinburgh, Scotland

I know what you’re thinking, Scotland, in the winter? Really!? And the short answer is a resounding YES! Especially for Londoners who want a last-minute Valentine’s Day escape. Cobblestone streets lined with a dusting of snow, bustling coffee shops, and warm bookstores, Edinburgh is a wintery wonderland that tempts architecture lovers and foodies alike.

Wine and dine through the city, as it’s home to some of the most opulent and luxurious dining experiences in the UK. Our favorite, The Lookout by Gardener’s Cottage. Perched at the top of Calton Hill, The Lookout offers a full view of the city along with a brilliant seasonal tasting menu. Take a stroll down the high street and get lost in the many alleyways branching off of the historic thoroughfare.

Make a stop at The Scotch Whiskey Experience and cuddle up over a taste of Scotland’s finest. This stop is sure to warm up your Valentine’s Day, even if there’s snow on the ground.

Edinburgh is full of surprises, but my favorite neighborhood to explore is Dean Village. This neighborhood village alongside Water of Leith is reminiscent of a fairytale. Whether covered in snow or glistening with rain, it’s the perfect place for photos or just simply admiring the view.

To treat someone special, get a room at The Balmoral. This luxurious 5-star property is located in the heart of Edinburgh. Situated on Princes Street, the hotel offers breathtaking views of the city’s iconic castle and the surrounding landscape. Alternatively, enjoying high-tea at Palm Court within The Balmoral is an experience worth the visit in and of itself.

Key West, Florida

Last but certainly not least, if you’re looking for a tropical Valentine’s Day getaway that’s still stateside, Key West, Florida is the place for you. This is truly where the Caribbean meets the United States. Gorgeous palm-lined beaches, a bustling nightlife, and a mecca for LGBTQ+ culture.

Starting with coffee and Cuban sandwiches, the Cuban Coffee Queen off of Duval Street is to die for. Whether for a midday snack or a quick lunch, trying a Cuban sandwich or their cold brew is a must.

Continuing down Duval Street, Key West’s main drag, Mangoes is a cute restaurant with plenty of outdoor seating that’s a great place for drag brunch. For a night out, head to 801 Bourbon Bar, the Bourbon Street Pub, and Aqua NightClub.

One of the most romantic things you could do while visiting Key West that is sure to make a lasting impression is to make a reservation at Latitudes at Sunset Key Cottages. Aptly named, it’s also the best place to watch the sunset.

Taking a boat from Sunset Key’s sister property, Opal Key Resort and Marina, enjoy the short ride as you take in the amazing view of the keys over crystalline waters.

Whether you’re embracing the cold or chasing the sun, I hope these 5 romantic winter escapes inspire you to travel somewhere new this Valentine’s Day. And if you aren’t already taking your special someone with you, perhaps you’ll meet someone flying solo too!

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All photos are courtesy of Michael and Matt.