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2026 Winter Getaways

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Ariel view of Sea Island Resort
Ariel view of Sea Island Resort

Start A Wintertime Tradition

Compiled and Edited by Cory Sekine-Pettite

Sea Island Resort
Sea Island, Georgia
seaisland.com
800.SEA.ISLAND

A breathtaking aerial shot of Sea Island showcasing the unparalleled beauty, nestled between the Atlantic Ocean and marshland.
A breathtaking aerial shot of Sea Island showcasing the unparalleled beauty, nestled between the Atlantic Ocean and marshland.

With its expansive campus, five miles of private beach, and an array of accommodations options that include private cottages, as well as hotel rooms and suites, Sea Island Resort offers guests the opportunity to vacation while maintaining standards for safety and security. Its extensive array of off-the-court activities, the availability of private lessons, custom clinics, and 16 Har-Tru courts combine to make Sea Island the perfect spot for a winter getaway and a place to improve your game.

 

Saddlebrook Resort
Wesley Chapel, Florida
saddlebrook.com
813.973.1111

With 41 courts — including all four Grand Slam surfaces — and 8 dedicated pickleball courts, Saddlebrook's expansive facility welcomes players of all levels.
With 41 courts — including all four Grand Slam surfaces — and 8 dedicated pickleball courts, Saddlebrook’s expansive facility welcomes players of all levels.

Whether your focus is tennis, golf, relaxation, or a combination of these, Saddlebrook Resort offers an unforgettable Florida escape. With nearly five hundred acres of meticulously maintained grounds, signature courses, elevated dining, and a resort-wide commitment to guest satisfaction, Saddlebrook stands as one of the state’s premier destinations for leisure travelers seeking both activity and indulgence.

 

Palmetto Dunes Oceanfront Resort
Hilton Head Island, South Carolina
PalmettoDunes.com
800.827.3006

The heart of Palmetto Dunes golf beats in the three legend-built courses that surround the golf resort, and while layouts may challenge, the experience always satisfies.
The heart of Palmetto Dunes golf beats in the three legend-built courses that surround the golf resort, and while layouts may challenge, the experience always satisfies.

Tennis lovers can book their perfect regional escape at Palmetto Dunes Oceanfront Resort on Hilton Head Island. Enjoy tennis court time, lessons, clinics, and more daily at the award-winning Palmetto Dunes Tennis & Pickleball Center. Along with its easy-to-access proximity, Hilton Head Island remains evergreen all year-round, making its 2,000-acre resort an ideal regional destination.

 

Sandestin Golf and Beach Resort
Miramar Beach, Florida
Sandestin.com/tennis
866.953.9560

The Emerald Coast is known to have some of the most beautiful beaches in the world. We can’t think of a better way to relax than on the beach at Sandestin.
The Emerald Coast is known to have some of the most beautiful beaches in the world. We can’t think of a better way to relax than on the beach at Sandestin.

Serving up the best tennis experience in Northwest Florida, Sandestin offers 12 world-class HydroGrid clay courts, three hard tennis courts, and six pickleball courts. From private lessons with certified pros to a highly ranked Junior Tennis program, organized clinics, and fun round robin tournaments for both tennis and pickleball players, there’s something for every skill level. Looking for a customized experience or package? Sandestin has a program tailored just for you. Get in the game, tennis or pickleball — then relax, unwind, and experience Sandestin Golf and Beach Resort!

 

Cedars East Tennis Resort
Longboat Key, Florida
rvafl.com/cedars-east
877.230.9838

For those craving a cool dip, the heated Junior Olympic-sized swimming pool offers a refreshing break, while the Gulf of Mexico’s sugar-white sands and sparkling waters are just a mile away via public beach access.
For those craving a cool dip, the heated Junior Olympic-sized swimming pool offers a refreshing break, while the Gulf of Mexico’s sugar-white sands and sparkling waters are just a mile away via public beach access.

Cedars East Tennis Resort offers a premier tennis getaway featuring nine Har-Tru clay tennis courts, three Har-Tru clay pickleball courts, an onsite pro shop, seasonal clinics, and professional instruction. Guests enjoy resort amenities including a heated junior oympic-sized pool, modern fitness center, complimentary bicycles, and spacious townhome-style accommodations. The clubhouse also offers onsite dining and lounge spaces, making it an ideal retreat for players seeking both performance and relaxation.

 

Big Canoe Racquet Club
Jasper, Georgia
bigcanoepoa.org
706.268.3367

Aerial view of Big Canoe in Georgia
The Big Canoe Racquet Club sponsors round robins, mixers, clinics, leagues, and special events for groups, couples, singles, youth, and seniors year-round. The on-staff tennis Pros offer private & group lessons for visiting teams. Come spend the weekend with your teammates learning new strategies & brushing up on your skills to win that ALTA plate!

The “Mountains of Big Canoe” are but a backdrop to the newly updated Racquet Club facility, which can play host to a tennis or pickleball excursion. The 107-year-old former Wolfscratch School underwent a major renovation last year, with an expansion of the tennis and pickleball retail area. Big Canoe has weekly tennis and pickleball clinics for all levels and seven different weekly round-robins. The club’s amenities include 10 tennis courts (six clay, two hard courts, and two indoor courts) and four stand-alone pickleball courts. The Racquet Club also can set you up to play on one of Big Canoe’s four bocce courts — or hook up the junior Djokovic’s in your party with a kids’ tennis camp. Plus, there’s hiking, outdoor pools, and a water park.

 

Mountain Vibe Vacations
The Grande Majestic
mountainvibevacations.com
850.888.0515

Experience the pinnacle of luxury, comfort, and family fun in this one-of-a-kind mountaintop estate located in The Summit at Bluff Mountain, just minutes from Pigeon Forge and Gatlinburg.
Experience the pinnacle of luxury, comfort, and family fun in this one-of-a-kind mountaintop estate located in The Summit at Bluff Mountain, just minutes from Pigeon Forge and Gatlinburg.

For a quieter, more secluded escape, check out the many properties from Mountain Vibe Vacations. In North Georgia, they have several cabins in Ellijay with private pickleball courts, and additional homes in Tennessee, including The Grande Majestic. These properties feature indoor and outdoor pools, fire pits, and game rooms.

 

Camp Creek Inn
Inlet Beach, Florida
campcreekinn.com
866.987.2942

This expansive facility features a resort-style family pool with a waterslide and lazy river, zero-entry activity pool, adults-only lap pool, hot tub, and more.
This expansive facility features a resort-style family pool with a waterslide and lazy river, zero-entry activity pool, adults-only lap pool, hot tub, and more.

Located in beautiful South Walton, Florida, along the picturesque 30A corridor, Camp Creek Inn exudes a feeling of laid-back luxury from the moment you arrive. Let relaxation overcome you as you bask in the big blue skies overhead and settle your gaze on the turquoise waters just a short distance away. Every stay at one of the 75 guest rooms and suites immerses you in the Watersound Club “Member for a Stay” experience, including access to the wellness center, tennis and pickleball courts, sprawling pool complex, the top-rated Camp Creek Golf Course, and three private dining venues.

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