Skip to main content
  1. Home
  2. Travel
  3. Features

The ultimate Hawaiian spring break

This spring, immerse yourself in the many wonders of Hawaii

Honu in Maui.
Sheraton Maui

Spring break is right around the bend, and many have related travel plans. And while cliches might direct us toward parties on Florida beaches or major draws like Disneyland, we have other ideas. The end of March and into April is one of the best time to visit Hawaii, one of my favorite tropical destinations.

Honolulu

Hawaii’s foremost metropolis is teeming with culture. The O’ahu town has famous beaches, a sprawling Chinatown, towering hotels, and one of the most exciting food scenes in the U.S. Honolulu is home to nearly 30,000 hotel rooms, so it pays to know where to go.

Recommended Videos

The Moana Surfrider is among the best options, which happened to just celebrate its 125th anniversary. The Waikiki joint is celebrating all of March, with afternoon tea services, tasting menus, spa experiences, not to mention showing off newly-renovated wings. Here, you’ll enjoy some of the best service around, not to mention the company of a storied banyan tree (and the very first hotel in Waikiki).

The Twin Fin is another fine option, especially if you’re more adventurous. The hotel is set just a stone’s throw from the beach and is home to the Jamie O’Brien School of Surf Waikiki. Take a surf lesson (pro surfing turns 50 this year in Hawaii), do some beach yoga, or engage in a beach clean-up. Wellness enthusiasts are wise to head to ‘Alohilani Resort in the Hamohamo district. The historic site, once home to Queen Lili‘uokalani’s oceanfront retreat, has an outstanding spa featuring treatments like sound healing.

In the mood for luxury? Go with Four Seasons O’ahu at Ko Olina, set along O’ahu’s gorgeous west coast. Here, you’ll enjoy sunsets, pampering with or without kids (they feature great youth activities), sublime dining experiences at restaurants like Mina’s Fish House, where you can even take a mixology class. The fitness and spa options are second to none and there’s even a rooftop speakeasy for guests called Five-One-Six (one this writer often reflects on as the cocktails are as breathtaking as the panoramas).

Maui

Ah, Maui. The island is where you get that ideal mix of big city culture and small town approachability. Charge up at the Ritz-Carlton Maui, Kapalua, home to 468 recently upgraded rooms, volcanic stone grottos, and adventures with trained naturalists. Golfers will appreciate a pair of world-renowned courses on the hotel’s sprawling grounds. The food and drinks program here is quite remarkable as well.

Sheraton Maui Resort & Spa has our full attention as well, with its mid-century swagger (and as the first hotel built in Kaanapali). There are family packages that include group snorkeling, cultural activities, and taking in cliff divers during sunset. Enjoy countless flavors of shave ice or roast some s’mores beside the outdoor firepits. There’s even something called the Kuleana Series, which counts on QR code-labeled plaques throughout the property to tell the rich story of some eleven cultural educators and scientific experts. It’s an immersive way to take in Hawaiians’ affinity for astronomy, marine biology, and stewardship.

If Italian and pizza are your thing, be sure to hit Sale Pepe. Not only is the food incredible, but it was the first restaurant in Lahaina to reopen after the horrific fire of 2023, bringing back much of its original staff. Of course, you can always head over to Merriman’s for some legendary Hawaiian-style seafood or to Haleakala National Park for an other-worldly mix of tropical rain forests and volcanic expanses.

Etcetera

There’s intrigue abounding in the Rainbow State beyond the hotel room lanais and hypnotic surf. There are James Beard Award-recognized eateries like The Local General Store or cocktail bar Pint + Jigger, both in Honolulu. There are outstanding culinary events like the Kapalua Wine & Food Festival, which spotlight local talent and showcase the many great flavors of the special place (the 2026 fest kicks off June 25th at the Ritz-Carlton Maui, Kapalua). In the meantime, the resort will be hosting a chef series starting March 14th that features world-class talents like Zach Laidlaw, Andrew Le, and Jojo Vasquez.

Not hungry? Get a hike in the mountains of Maui or through the small town of the famed North Shore of Oahu. Leave the crowds at Diamond Head for the Wiliwilinui Ridge Trail, which tackles nearly 1,500 feet over the course of 4.8 miles. Some parts are so steep that there are ropes to hold onto, and the views are nothing short of spectacular. Feed the local economy by dropping some dough at The Shops at Wailea, where there are not only fantastic eateries but frequent cultural programming options too, like art nights, concert series, island wood carving demonstrations, and more.

Pop over to the Bishop Museum for some Polynesian history or the Hawaii Museum of Art for fine arts from around the globe. There’s the ‘Imiloa Astronomy Center on the Big Island for star-gazers and the Bailey House in Maui, home to a historic structure that houses one of legend Duke Kahanamoku’s surfboards.

Mark Stock
Mark Stock is a writer from Portland, Oregon. He fell into wine during the Recession and has been fixated on the stuff since…
This New Montana Hotel Captures the Poetry of the Open Road
Helena's newest boutique hotel revives the spirit of the classic roadside motel.
Corner, Home Decor, Bed

In case you need another excuse for a Montana getaway this summer, a quirky new boutique hotel has opened in Helena, the Treasure State's capital. The Bell Hotel occupies the site of the former Bell Motel, a classic 1950s roadside lodge thoughtfully reimagined by CWG Architecture. Each of its 14 rooms features locally made chocolates, coffee, and artwork. While in town, ask the front desk about the Bell's Picnic in the Park package. The hotel supplies a basket of local treats and a blanket; Montana provides the sublime scenery and glorious weather. You're on your own for companionship.

Hannah honey was a peachy kind of girl/Her eyes were hazel and her nose was slightly curved/We spent a lonely night at the Memory Motel - The Rolling Stones

Read more
Want to feel like a lad watching England vs. Norway in New York City? The London is where it’s at
The quarterfinals are here. The London's where you should be.
Flag, Plant, City

The last quarterfinal games in the 2026 FIFA World Cup are here. England-Norway kicks things off in Miami before Argentina-Switzerland caps the day's action in Kansas City. One of the best things to come out of the World Cup has been the atmosphere these fans have provided at each city they've visited. We saw the amazing vibes out of Mexico City last week when England fans visited. Before the game, England fans partied and went toe-to-toe with Mexicans at bars everywhere. I know because I was there at The Dog House Pub.

After England beat Mexico in a classic Round of 16 game, fans flooded the streets and partied. We celebrated with England fans until the wee hours of the morning. If you have a serious case of FOMO, you need not worry. You can still catch good vibes and feel like a lad watching England-Norway at The London, A Luxury Collection Hotel, in New York City.

Read more
There’s more to do in Napa Valley than just wine tasting
Silverado Resort is the ideal place to experience it all
Silverado Resort in Napa Valley

Tell someone you're going to Napa Valley, and it conjures images of rolling vineyards and wine tastings. Both are good things to be sure, but there's more to do in Napa than sample fermented grapes. And that's good news for travelers who don't drink, want to explore a different side of Napa, or simply prefer other pursuits.

Napa Valley's wine country reputation, while well-earned, can overshadow what is a legitimately diverse playground. There are championship golf courses, world-class spas, hiking trails, a walkable downtown, and some of the best dining in the country. And it's all easily accessible, whether these activities are the focus of your trip or something to squeeze in between tasting rooms.

Read more