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Price found within the past 48 hours. Click for updated prices.
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Jan 17 - Jan 23
Naples
6 nights
9.6/10 - Exceptional (1,263 reviews)
Roundtrip • Boston (BOS) - Fort Myers (RSW)
BOS - RSW • 1 stop RSW - BOS • 1 stop
$1,534
per traveler
found 1 day ago
Jan 17 - Jan 23
Vanderbilt Beach
6 nights
9.0/10 - Wonderful (1,000 reviews)
"Great resort. Probably the nicest on the entire run of resorts on this beach. And that includes the Ritz-Carlton just upo the way. Obviously, the Ritz is classier, but La Playa felt more exclusive and comfortable. The beach experience is top-notch, with complimentary umbrellas and beach chairs upon request. The bar and restaurant were very good. Drinks are pricey, to be sure, which can add up if you're ordering while relaxing on the beach for days on end. About a 25 minute drive to the best..."
Reviewed November 9, 2026
Roundtrip • Boston (BOS) - Fort Myers (RSW)
BOS - RSW • 1 stop RSW - BOS • 1 stop
$3,200
per traveler
found 1 day ago
Dec 28 - Jan 3
Lower Garden District
6 nights
9.6/10 - Exceptional (236 reviews)
Roundtrip • Boston (BOS) - New Orleans (MSY)
BOS - MSY • Nonstop MSY - BOS • 1 stop
$5,802
per traveler
found 1 day ago
Jan 17 - Jan 23
Coquina Sands
6 nights
9.6/10 - Exceptional (48 reviews)
Roundtrip • Boston (BOS) - Fort Myers (RSW)
BOS - RSW • 1 stop RSW - BOS • 1 stop
$4,541
per traveler
found 1 day ago
Feb 6 - Feb 10
New Orleans Central Business District
4 nights
9.8/10 - Exceptional (322 reviews)
Roundtrip • Boston (BOS) - New Orleans (MSY)
BOS - MSY • 1 stop MSY - BOS • 2 stops
$2,619
per traveler
found 23 hours ago
Rating: 9.4/10 (3,388 reviews)
White sands meet turquoise waters at this quintessential Gulf Coast paradise. Enjoy gentle waves perfect for families, then explore nearby Gulf State Park for additional coastal adventures.
Rating: 8.8/10 (6,744 reviews)
This premier theme park seamlessly blends heart-racing roller coasters with one of North America's largest zoos. Experience the rush of Iron Gwazi or observe exotic wildlife on the Serengeti Plain safari.
Rating: 8.8/10 (3,842 reviews)
Home of the Tampa Bay Buccaneers, Raymond James Stadium features a 103-foot pirate ship that fires confetti cannons after touchdowns. Experience the electric game-day atmosphere with vibrant tailgating.
Rating: 8.4/10 (27,548 reviews)
Bourbon Street pulses with 13 blocks of neon-lit nightlife and historic charm in New Orleans' French Quarter. Experience soulful jazz, savor Creole cuisine, or sip classic cocktails at the Old Absinthe House.
Rating: 8.6/10 (32,488 reviews)
Canal Street marks the historic boundary between the French Quarter and American Sector, pulsing with New Orleans culture. Explore its theaters, luxury shops, and Mardi Gras celebrations via vintage streetcar.
Photo by George Zimzores
Rating: 8.8/10 (5,148 reviews)
Minute Maid Park combines a retractable roof with nostalgic elements like the left-field train and historic Union Station facade. Enjoy premium seating in the Crawford Boxes for an intimate view of Houston Astros action.
Rating: 9.0/10 (7,225 reviews)
This 2.6-mile waterfront path connects Tampa's cultural treasures with scenic river views and vibrant public art. Stroll between museums and restaurants, or rent a bike to experience the illuminated pathway at sunset.
Rating: 8.6/10 (11,351 reviews)
The Superdome's iconic domed silhouette defines New Orleans' skyline while hosting legendary NFL games. Experience the electric atmosphere during Saints games or explore Champions Square for local cuisine.
$48
per adult
100% of travelers recommend
$77
per adult
90% of travelers recommend
$55
per adult
80% of travelers recommend
See all activities in Gulf Coast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Gulf Coast
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Gulf Coast vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views.
By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger.
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