From trendy accommodations to family-friendly fun, enjoy a mini staycation right around the corner from your Delray Beach home.

When Delray Beach was named “Most Fun Small Town in the USA” by Rand McNally, the curiosity surrounding this once sleepy beach getaway led to a rapid boom in tourism. Travelers from all over the country were coming to experience the historic charm, fine dining, and breathtaking beaches of Delray Beach and its neighboring area.

While Downtown Delray has certainly expanded in the last decade, those who have lived here for years know that the admiration for the “Village by the Sea” never tends to fade. Thanks to top-rated restaurants, vibrant nightlife, and miles of ocean views, you can’t ask for a better place to reside or raise a family. That’s also why Delray Beach makes for the perfect staycation with family or friends at any time of year!

If you’re ready to experience your hometown from the eyes of a weekend visitor, consider this guide your top source for planning the ultimate staycation.

How do you plan a good staycation in Delray Beach?

Are you in desperate need of a little R&R? It’s time to grab the family and set out on an exceptional weekend getaway right at home. And no we don’t mean the place where laundry piles up and a to-do list of chores awaits. Leave those responsibilities behind (for just a little) and book your stay at one of the highly-rated accommodations in town:

Where to stay with family: Opal Grand Resort

Granted there are several 5-star hotels located in the heart of downtown Delray Beach, the Opal Grand Resort is the perfect oasis for time spent with family. Situated perfectly along A1A and Atlantic Avenue, loved ones can gather together and ease into a day of leisure at the beach that is just a few feet away. Retreat to the stunningly redesigned pool or kick back in one of the newly renovated coastal guest rooms, suites, or villas for an afternoon of relaxation.

Guests love all that the Opal Grand Resort has to offer! Apart from being within walking distance to the beach and buzzing Atlantic Avenue, families never run out of activities while enjoying their stay here. Plus, for any parent or guardian in need of a moment of reprieve, a day trip to the Tammy Fender Holistic Spa is sure to bring you back to life and feeling refreshed once you leave.

Location: 10 N. Ocean Blvd., Delray Beach, FL 33483

Where to stay with friends: The Ray Hotel Delray Beach, Curio Collection by Hilton

Sometimes the best place to travel with friends is right at home. If you’re gathering a group of your favorite sidekicks for a weekend of fun, consider The Ray Hotel for your upcoming staycation. As an eco-certified hotel with fair pricing, this posh retreat steals the hearts of vacationers of all ages. Positioned in the center of Pineapple Grove, you’ll find an abundance of trendy restaurants and intimate bars to quench your foodie desires.

However, the best feature of The Ray Hotel is its rooftop pool and restaurant bar — Rosewater Rooftop. Here you’ll find 360 views of historic Delray Beach. You can even spot Delray Municipal Beach, which is only a mile away from this sophisticated meeting place. Though you’ll only be a short distance from local eateries and entertainment, it helps to have a fun and reliable means of transportation during your staycation. Consider renting a golf cart to make the most of your weekend with friends!

Location: 233 NE 2nd Ave, Delray Beach, FL 33444

Where to stay as a couple: Crane’s Beach House Boutique Hotel & Luxury Villas

Tucked one block in from Atlantic Avenue, Crane’s Beach House offers a one-of-a-kind staycation with ample privacy, two saltwater pools, and intimate accommodations that mimic a luxury style AirBnB. Couples won’t have any trouble retreating to this Key-West-style oasis thanks to its tranquil surroundings and convenient access to the beach. With over 25 restaurants close by, you and your loved one can spend the day walking or carting around town like a tourist.

Most accommodations come equipped with a fully-furnished kitchen, private patio, luxury bedding, custom plantation shutters for privacy, and local artwork. With just 28 rooms available, Crane’s Beach House remains an exclusive hideaway from the hustle and bustle of Atlantic Avenue. Both visitors and locals should book in advance in order to snag a few nights away at this highly-rated Delray Beach hotel.

Location: 82 Gleason St, Delray Beach, FL 33483

Other awesome recommendations for your staycation in Delray Beach:

Between the ocean walks, delicious eateries and boutique shopping opportunities, you won’t find it difficult to fill your days here in Delray Beach. While there is plenty to see and do, these are some of our top recommendations to make the most of your staycation:

For foodies: From sleek fine dining destinations to tiki bars on the sand, Delray Beach is truly a food lovers playground. If you’re looking for a spot that will satisfy all your cravings, we suggest making reservations at Dada’s, The Grove, Brulé, or El Camino.

For shoppers: Whether you’re window shopping or eager to buy, take a stroll down Atlantic Avenue’s wide cobbled sidewalks and check out some of the local’s favorite storefronts, which include Love Shack, Periwinkle, Who’s Karen Boutique, Snappy Turtle, and Kokonuts.

For adventure seekers: Hop in your car or golf cart to explore the best fun-filled activities that Delray Beach has to offer. Some of the most talked about hangouts include Putt’n Around, Pinball Museum, Sandoway Discovery Center, and the Arts Garage.

We hope you enjoyed our guide on How to Plan the Ultimate Staycation in Delray Beach! As residents of the area, we know there is no better way to experience the charming atmosphere of Delray Beach than from the front seat of a golf cart. That’s why we offer daily, weekly, and monthly rentals in case you want to prolong your staycation and bring the fun back home.

Contact The Cart Shop today to schedule a golf cart rental for your Delray Beach staycation!