5 Beaches Where Summer Never Ends

Here in the Western Hemisphere, summer is indeed over, sniff...sniff. If you’re not ready to make the change from bikinis and one-pieces to sweaters (and really, who is?) we're here for you. We've rounded up our favorite destinations where the sun is still shining, the beaches are booming and summer never ends. You’re going to want to bookmark these fall getaways.

Scroll below for our favorite five beaches where summer never ends.

1. Eagle Beach, Aruba

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While the Caribbean is not always the best place to visit during the fall due to tropical storms, the lovely white-sand-laden island of Aruba is located safely outside the hurricane belt. Believe it or not, this tropical spot is just 15 miles away from South America—not that you’d want to leave your beachfront cabana, but just saying.

Now meditate on this for a minute: Aruba’s Eagle Beach has been singled out as one of the top beaches in the world numerous times. We’re talking about the entire world here, people! If that wasn’t enough to persuade you to add Aruba to your bucket list, we don’t know what is.

You can stay at one of the island’s international resort chains a little further up the island in Palm Beach, but why not go for something a little more boutique-y and personal? The Bucuti & Tara Beach Resort, an adults-only hideaway on Eagle Beach, is super-upscale and eco-friendly to boot. 

If you can tear yourself away from the powdered sugar sand and clear water, make all your friends back home jealous by taking selfies at the wildly Instagram-friendly street art murals in San Nicolas, before visiting an island institution, Charlie’s Bar. While you’re waiting for your scampi (aka the must-order dish here) eyeball the decades of historical-meets-kitsch memorabilia on the walls, ceilings, and bar that serves as this surf shack’s decor. Visitors usually leave tiny personal tokens to add to Charlie’s Bar’s collection of international bric-a-brac, so bring something small that you don’t mind parting with and it’ll be added to the mix.

If you’re in the mood for music and a cold Aruban Balashi-brand beer afterward, head to the unpretentious MooMba Beach Bar & Restaurant to chill with a mix of locals and visitors alike under giant palapas while listening to live music (a la reggae) and lounge sounds (a la DJ) all night long.

2. Sao Miguel, Azores

Sao Miguel in Portugal’s Azores Islands, a group of volcanic outcroppings in the Atlantic Ocean, is only a five-hour plane ride from the East Coast of the U.S. This idyllic destination is a hidden gem in plain sight. (Add it to the top of your list, before it becomes the new hot destination.)

We recommend staying in the Ribeira Grande district at Santa Barbara Eco-Beach Resort and making use of its signature beach club, Areais, if you’re in looking for privacy and plan to do nothing but relax. When you're ready for a little action, get yourself past the resort’s confines to the public beach of Praia do Areal de Santa Barbara for surfing or bodysurfing—and let us know if you figure out the Portuguese equivalent to “hang ten.”

If you’re in need of some big-time nature therapy that will completely erase any memory of your office cubicle, visit Caldeira Velha in Sao Miguel Natural Park for a dip in a waterfall (!!!) and warm natural pools of water rich in iron and minerals from the nearby Fogo volcano.

And speaking of volcanoes, you can have your dinner prepared by one at Restaurante Caldeiras Da Ribeira Grande. The specialty here is Cozido das Furnas, a meat-and-veggie stew cooked in an underground steam chamber that’s heated via volcano, something that’s as yum as it is unique.

Treat yourself to a magnificent sunset complete with sundowner drinks at TukáTulá Bar overlooking the surf. Hightail it to the foldout lounge chairs at the edge of bar for the best views.

3. Key Largo, Florida

Take a fall trip to the tropics without leaving the continental U.S.A.. The Florida Keys are a coral cay archipelago off the southern coast of Florida. The islands are known as the sportfishing capital of the world, boating, scuba diving and seafood, not to mention its white sands and beautiful waters.

We’re partial to Key Largo for its convenience, since it’s only around an hour’s drive from the South Florida region’s major airports. Another reason to love Key Largo: it’s an easy-going counterpoint to Miami’s glitz and glamour.

Let your hair down at Coconut Palm Inn, where you’ll find a private beach and plenty of Old Florida charm—think plantation shutters and plenty of pastel decor. This is one of the best places in the country for snorkeling and scuba diving, with plenty of sights to wow even the most jaded of (under)watersports practitioners.

Scubafans, put on your gear and get ready to marvel at the famous Christ of the Abyss statue at John Pennekamp Coral Reef State Park, the first undersea park in the nation. However, if you prefer staying above-board, opt for stand-up paddle boarding or go boating with a charter from the marina.

Once you’re back on dry land, sidle up to a table at The Fish House, where you’ll feast on fresh-caught “conch-style” seafood and the restaurant’s famous smoked fish dip (trust us on this--it’s delish and smoked on-site).

While the sun sets, trek to Caribbean Club for classic rum-based cocktails and live music while soaking up all of the nostalgia. After all, this is the oldest bar in the Upper Keys and the place where Bogey and Bacall filmed one of their famed movies, called (appropriately) Key Largo. Add it to the Netflix list before you go to get you in a vacation frame of mind.

4. Cabo San Lucas, Mexico

Photo by Claire Ward on Unsplash

The jewel of the Baja peninsula, Cabo San Lucas is a L-O-N-G drive from Southern California but only a two-and-half hour flight from San Diego. When you hop off the plane, prepare to be wowed by natural wonders like the El Arco, the famous arch-shaped rock formation, and Lands End, a veritable playground for sea lions.

Rest your head at The Cape, a luxe resort and spa that sits across the beach from El Arco—all the better for pics that’ll make your social media followers “heart” like crazy. During the day, bliss out on the beach and daydream.

If you’re feeling sporty and/or ambitious, meander over to Medano Beach and rent a jet ski or go parasailing, both Cabo rites of passage. Two of the top hotspots happen to be located at The Cape: the area’s only rooftop bar, aptly named The Rooftop, features craft cocktails, a trellised canopy, and scenetastic views. The other is Manta, a seafood-focused boite helmed by one of Mexico’s top chefs. We suggest taking advantage of your insider status while staying here and asking the concierge to make you some reservations.

If you’re up for venturing further afield, drive 45 minutes to the eco-conscious Flora Farms. This enchanting 25-acre organic farm lies at the foot of the Sierra de la Laguna Mountains in San Jose del Cabo. Schedule a farm tour, then stay for dinner at Flora’s Field Kitchen, where everything served is raised, grown, and prepared on site.

Before heading back to your hotel, take a stroll through the Shops at Flora Farms for artisanal handicrafts and curated décor picks that would make ideal souvenirs for friends and fam...or yourself!

5. Maui, Hawaii

Photo by Neora Aylon on Unsplash

Though it’s technically part of the stars and stripes, Hawaii feels like another country. Heck, it’s practically a whole other world. While Honolulu boasts more of a downtown citified vibe, it’s Maui that’s the true beach lover’s paradise. This lush isle is known for its chi-chi resorts, but there are plenty of other options if want a low-key scene.

Book yourself into boutique accommodations like Paia Inn for the chill, surf-centric vibes. Speaking of surfing, Baldwin Beach, a North Shore staple, is the perfect place to attempt a ride on a longboard or go windsurfing. But be warned: this spot might just spoil you forever—it’s hard to find anywhere else as perfect to try either of those two activities in the rest of the U.S. Plan to take a couple of lessons with an instructor from Zach Howard Surf and prepare to catch those waves.

Another must-try is Mama’s Fish House, a top-rated restaurant specializing in seafood (duh) so fresh and hyper-local that each fisherman gets a callout on the menu next to their catch of the day. After hours, make sure to find out where Maui legend Willie K. is performing his virtuosic mix of jazz, blues, rock, and traditional Hawaiian songs. His fans include locals, visitors, and rock stars like Mick Fleetwood and Prince…along with a certain Hawaiian by the name of Barack Obama.

Ready to vacay?
Pack your getaway bags with the latest swimsuits, coverups and vacay-ready accessories from Cupshe and get ready to sail off into the sunset.

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