
Legacy Trail Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
Top Luxury vacation packages in Legacy Trail

Hotel Alba, Tapestry Collection by Hilton
Reviewed on Oct 22, 2025

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Reviewed on Oct 22, 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
Reviewed on Oct 21, 2025

Ocean Club Treasure Island Hotel
Reviewed on Oct 19, 2025

The Avalon Club
Reviewed on Oct 15, 2025
5* Luxury vacations in Legacy Trail

The Adaline
Reviewed on Oct 11, 2025


The St. Regis Longboat Key Resort
Reviewed on Sep 28, 2025
4 Night Luxury vacations in Legacy Trail

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Reviewed on Oct 22, 2025

The Avalon Club
Reviewed on Oct 15, 2025

All you need to know about luxury vacations in Legacy Trail
What can I expect from a luxury Legacy Trail vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Legacy Trail 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.
How can I find all-inclusive luxury vacation packages in Legacy Trail?
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.
Can I book a cheap Legacy Trail luxury vacation?
Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $503. Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Legacy Trail?
Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi.
Can I book a package in Legacy Trail with a luxury vacation home?
A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.
How can I find the best luxury vacation deals in Legacy Trail?
Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.
Can I book a luxury holiday in Legacy Trail with free cancellation and/or flexible dates?
Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan.
Why should I book my luxury trip to Legacy Trail with Expedia?
A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.