With Memorial Day Weekend just under a month away, travelers are quickly planning their long weekends and the unofficial mark of summer. Whether the start of summer means beachside lounging, heart-pumping activities like mountain biking, city escapes, or aquatic adventures in crystal clear waters, the roundup below has programming to fit every type of traveler. From domestic urban getaways to international island retreats, this Memorial Day Weekend roundup showcases the best in luxury, comfort, and experience, all in time for the long weekend.
Sea Island | Georgia (pictured)
Sea Island, the private island resort off the southeast coast of Georgia (US), offers five miles of private beach and a range of outdoor adventures for the whole family, including horseback riding, fishing trips, and falconry. No special skills are needed—just a love for adventure and the desire to experience something new. This Memorial Day weekend promises an extra layer of fun as the resort celebrates the start of summer with special events. Guests can look forward to summer games and activities alongside Sea Island's usual offerings including the Rainbow Island Seafood Buffet, Tie-Dye on the Beach Club Lawn, or the Beach Club BBQ Contest with grillmaster Jack Arnold. Other activities include the fascinating Sea Turtle Dawn Patrol, scenic Beach Horseback Rides, and lively Family Pool Games at the Beach Club. Following a long day of adventure, guests are invited to relax at The Spa at Sea Island which mirrors the property's outdoorsy nature with cascading waterfall showers, mineral pool baths, a peaceful grass labyrinth, and a sun-filled garden atrium. The Forbes Five-Star 65,000-square-foot facility with a wide array of massage, body, and skin care treatments makes for a perfect Memorial Day Weekend getaway.
Newport Harbor Island Resort | Newport, Rhode Island
Memorial Day Weekend at Newport Harbor Island Resort marks the return of a full lineup of warm-weather offerings, all set against the backdrop of iconic harbor views from Goat Island. Guests can take advantage of complimentary bicycles—available on a first-come, first-served basis—for scenic rides around the area. The resort’s water taxi also resumes service for the season, providing seamless access from the hotel’s private marina to the lively shops and restaurants of Bowen’s Wharf downtown. Memorial Day weekend also signals the long-awaited, seasonal reopening of the Pineapple Club, a favorite for casual cabana and daybed lounging and summer cocktails. Many of the resort’s spring activities are also already underway, including rotating wine tastings, cooking classes, and paint-and-sip sessions. Weekly wellness classes, outdoor movie nights, summer concerts, musical bingo, and even dog-friendly happy hours round out the calendar, offering something for just about everyone. For those seeking a slower weekend of waterfront wellness, The Spa offers a Summer Refresh package, featuring the Sand & Sea Body Wrap, Signature Facial, and pedicure. Newport Harbor Island Resort offers the perfect balance of coastal charm with excitement and relaxation.
Paws Up Montana | Greenough, Montana
Paws Up Montana, a dreamy, two Michelin Key, 37,000-acre ranch alongside the Blackfoot River offering Montana’s best wilderness, activities and hospitality, is the perfect location to kick off the summer this Memorial Day Weekend. There's no shortage of things to do on property with 100 miles of designated horseback riding, hiking, mountain biking, and ATV trails. Unique activities like private cattle drives, aerial adventure parks, hat customization and backcountry tours allow guests of all ages to channel a childlike adventurous spirit and celebrate the sunny days ahead. Memorial Day Weekend also marks the reopening of Paws Up's outdoor seasonal restaurant, Shed, which serves dishes like brisket, smoked trout salad, and pit-baked beans surrounded by expansive views and clear blue skies.
Grand Hyatt Scottsdale Resort | Scottsdale, AZ
Grand Hyatt Scottsdale Resort, the first Grand Hyatt in Arizona, reopened in late 2024 following transformative renovations of accommodations, pool, suites, and food and beverage concepts. The property is perfect for a sunny Memorial Day getaway spent by the expansive 2.5-acre poolside escape with 10 swimming pools and a thrilling three-story, high-speed waterslide. For guests seeking relaxation, enjoy tranquility with a soak in the whirlpool spa. Families can seek refuge from the sun in a family cabana or grab poolside bites at H2Oasis or Sandbar. Grand Hyatt Scottsdale offers a range of outdoor adventures for resort guests. With complimentary bikes, guests can take in the views of the golf course, mountains and desert landscape on the running, walking and biking trails that weave through the neighborhood or lean into friendly competition on two tennis and eight pickleball courts. Various room types ranging from residential-style luxury casitas to king and queen bed accommodations and accessible rooms are available to suit the unique needs of each guest. Every guest room on property features a multi-purpose living space, a spa-inspired bathroom, and a private balcony or patio. Optimal for families, the resort’s casitas offer separate living spaces for entertaining and gathering. They are also equipped with a kitchenette and dual bathrooms with sweeping views of the resort’s pool and surrounding golf course.
Islamorada Resort Collection | Islamorada, FL
Memorial Day weekend is the perfect time to slow down and soak up the easygoing spirit of the Florida Keys—and Islamorada Resort Collection offers the ideal home base. Just 90 minutes from Miami, Islamorada blends laid-back charm with unmatched access to the water. From snorkeling and diving to fishing charters and paddleboarding, it’s a hub for ocean adventures of all kinds. The newly renovated Three Waters Resort & Marina adds a fresh take on coastal style, now featuring Kindler Wood-Fired Fare, a new on-site restaurant serving elevated, island-inspired dishes. For a different pace, La Siesta Resort & Villas offers spacious private homes and villas with resort conveniences, while Amara Cay Resort delivers sleek design and wide-open ocean views. For a limited time, Florida and Georgia residents can enjoy up to 20% off our most flexible rates. Plus, with our Sun-Kissed Savings, all guests can receive 40% off standard rooms and 25% off premium rooms and suites. Whether you're planning a quick weekend away or an extended stay, there’s never been a better moment to experience the unique culture and natural beauty of the Keys.
The Boca Raton | Boca Raton, FL
The Boca Raton, South Florida’s premier luxury family resort and private club, is as epic as it comes for family forward Memorial Day weekend getaways. The 200-acre resort is home to five hotels, Harborside Pool Club — a sparkling, lakefront oasis set among tropical palms featuring three pools, a 450-foot floating river, water slides, luxury cabanas with personalized butler service, a Pool Bar serving cocktails and light bites, Banyan Bunch kids club, a FlowRider and more — more than 15 bars and restaurants to indulge in everything from Japanese and Italian food to American cuisine with Floridian flare, and a private beach. Beyond the waters, The Boca Raton has a comprehensive program of age-specific activities and amenities. The Banyan Bunch Kids Club engages young guests aged 4-12 in enriching pursuits from salsa dancing to yoga, while The Break provides a sophisticated teen haven featuring virtual reality gaming, a recording booth, and nostalgic touches like retro sodas and a candy wall. Aquatic adventures extend to Lake Boca aboard the private yacht Relentless, accommodating intimate family groups of up to 12, while Beach Club guests enjoy exclusive access to complimentary cruises on the Sorbetto Fiat boat. With accommodations ranging from the renovated Tower rooms to residential-style Bungalows and brand new Beach Club suites, the resort complements its recreational offerings with refined amenities including eight pools, an 18-hole golf course, the Forbes Five-Star Spa Palmera and an extensive racquet club.
Andaz Miami Beach | Miami Beach, Florida
Opening Spring 2025, the transformed Andaz Miami Beach presents a sophisticated evolution of Memorial Day weekend luxury in a reimagined 1940s cultural landmark. This fresh addition to Mid-Beach features 287 rooms and 65 suites, each designed with flowing curves inspired by ocean waves, creating an elevated escape from traditional South Beach crowds. The distinctive offerings set this destination apart - from the private beachfront adorned with stylish bean bags, hammocks and daybeds to two heated pools with VIP cabanas. As day transforms into night, the property showcases its innovative hydraulic pool floor, the first of its kind for the Andaz brand, converting into an entertainment space for exceptional events. Three highly anticipated culinary collaborations with the world-renowned José Andrés Group, including Aguasal, Bar Centro and The Bazaar, the only ocean-view check-in in Miami Beach, and exclusive access to the Spanish-inspired Beach House's events and DJ performances, Andaz Miami Beach delivers an unparalleled long weekend getaway experience closer to home.
Chatham Bars Inn | Chatham, MA
Chatham Bars Inn is preparing for another incredible summer on Cape Cod with a host of new programming and offerings for guests. Open just in time for Memorial Day weekend, the resort will be expanding its South Lounge by installing a custom bar and floor-to-ceiling French doors leading to a newly reimagined open-air patio space. Guests can enjoy incredible views of the ocean and sunset while savoring craft cocktails. Private boating excursions are available on Chatham Bars Inn’s world class fleet of boats docked right on the private beach. Rather than joining a group whale watching tour where one would struggle to see over the crowd, guests can book a private tour on the Shooting Star which was designed by Billy Joel and enjoy uninterrupted views and personalized service. Guests can also take a charter to Nantucket or embark on a fishing excursion in one of the resort's 6 boats. A complimentary daily water shuttle can escort guests to the world famous “outer beach” on the Cape Cod National Seashore’s North Beach Island. In addition to offshore boating, the resort offers kayaks, stand-up-paddle boards, sunfish, lobstering, fishing and seal cruises.
