Looking for an epic escape from a dreary, long, cold, dark winter? With more travel experiences available than ever before, there has never been a better year than 2026 for a romantic Valentine’s Day getaway.
This last year, I’ve have the opportunity to explore over 40 countries with the love of my life, and in the process have found some of the loveliest gems for a wonderful couple’s holiday. Some of these might even surprise you!
Whether your ideal Valentine’s Day is on the water in the tropics, or up in the arctic watching the Northern Lights, here’s are the top 5 most romantic Valentine’s Day getaways.
1) Charter A Sailboat in the Virgin Islands for Valentine’s Day… or Week
What’s more romantic than a sunset cruise and truly private dining? There’s no better Valentine’s Day gift than some tropical weather, crystal-clear water, white sand beaches, and a nice sea breeze… all to you and your special valentine.
Back in 2021, Andi and I chartered a 12-day sail in the Virgin Islands. We found ourselves anchored along the most beautiful beaches in the world with not a single other boat around us. Since then, we’ve chartered in multiple other continents and islands and can assure you – there is no place like the Virgin Islands.
A simple google search reveals tons of choice for charters. And although February is still the high season, many charter companies are still offering discounts for Valentine’s Day getaways.
And even if you’re an American without a passport, the US Virgin Islands have so many excellent charter companies to offer:
You can decide to charter by yourself or with an experienced captain/skipper. Charters vary from just a day to several weeks – so why not make it a Valentine’s week?
2) Enjoy the Best Resort in all the Caribbean
With an infinity pool overlooking the most unique mountains of the Caribbean in each room, private butlers, and bottomless champagne, St. Lucia’s Jade Mountain has everything you need for the most romantic Valentine’s Day getaway.
You have over 600 acres of land to explore – including two soft-sand beaches, a tennis court, and a farm. Yes, this resort has its own farm, the Emerald Farm. And that’s where they source their food!
With access to windsurfs, sunfish sailboats, kayaks, diving, snorkeling, and mountain biking, you won’t have enough time to enjoy this slice of paradise. The resort even owns a 60 foot catamaran that goes out on sunset cruises – private if desired. Watch out; you just might see some whales from the sailboat. Recently, more than eight sperm whales were spotted together from a “Jazzy” sunset cruise.
3) Enjoy Valentine’s Tequila Amongst Cacti Forests in Tucson, Arizona
Imagine yourselves gazing over vast hills of endless Sonoran cacti at sunrise, sitting around a fire pit in chilly, refreshing morning desert air and taking in the spectacular Native American Mitakuye Oyasin ritual done everyday at dawn at the JW Marriott Tucson Starr Pass Resort and Spa.
Or if you’re not much of a morning person, you can enjoy a nightly tequila toast at the Salud Terrace at sunset, partake in the “Legend of Arriba Abajo”, and celebrate with old friends and new.
In between, Tucson boasts the sunniest climate of the USA (including Hawaii), incredible hiking and diversity of nature, and the Tucson Botanical Gardens, named by Reader’s Digest as the BEST Secret Garden in America. At the hotel, you’ll find Arnold Palmer-designed golf courts and a lazy river.
I stay at this hotel back in 2019, and I’ve been wanting to return every since!
4) Watch the Aurora Borealis in Fairbanks for Valentine’s Night
If you want a nice, long romantic night, you’ll get more than you’re asking for in Fairbanks. 16 hours of it on Valentine’s Day, in fact.
Winter is the best time to catch the Aurora Borealis in Alaska, with clear skies and long, cold nights. Bask in hot springs or enjoy an ice museum at the Chena Hot Springs Resort. Whether you want to spend the night or enjoy a simple day trip, they have packages to suit your fancy.
5) Ski & Enjoy a Romantic Dinner in Park City, Utah
Park City, located just outside the Salt Lake Valley in Utah, is known for some of the best skiing in the United States, but it’s so much more than just that. It lists amongst Telluride and Vail as the most gorgeous ski towns in the nation, while being a little more off the beaten path.
If you’re not into skiing, don’t worry. You have options, including bobsledding and ziplines! According to visitparkcity.com, “the Utah Olympic Park bobsled ride called ‘The Comet’ is one of the longest slides in the world, with over 3,000 feet of fast and furious gliding and sliding. The ‘ride of your life?’ That could be an understatement.
Zipline rides at Park City Mountain Resort and Utah Olympic Park feature 500-foot vertical drops, the steepest in the world. Yet another way to satisfy your wild side. Soar above the treetops at speeds up to 60 miles per hour.”
You can enjoy fine dining on Main Street or up in the alpine mountainscape and end your day by lodge at one of many luxurious ski resorts for the ultimate romantic Valentine’s winter day.
