Legacy Trail Vacation Packages 2026 from $794

Legacy Trail flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Cedar Cove Resort and Cottages

Save 100% on your flight

$794

per person

Aug 7 - Aug 11

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Tampa (TPA)

This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

CW Hotel

Save 100% on your flight

$836

per person

Jul 21 - Jul 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.

Villa Valentino Luxury 8BR Villa & Pool

Allen's Ridge

Save 100% on your flight

$2,565

per person

Jul 4 - Jul 7

found 9 hours ago

Roundtrip flight included

Dallas (DFW) to Tampa (TPA)

An outdoor pool, free self parking, and laundry facilities are featured at this villa. WiFi in public areas is free. A terrace, a garden, and barbecue grills are also on offer.

The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

Save 100% on your flight

$2,155

per person

Aug 14 - Aug 19

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

A private beach and an outdoor pool are featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.

Landing St. Petersburg Near South Branch Potomac River

Save 100% on your flight

$913

per person

Aug 8 - Aug 15

found 14 hours ago

Roundtrip flight included

New York (NYC) to Tampa (TPA)

This aparthotel features an outdoor pool and a gym. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. Dry cleaning, barbecue grills, and a virtual front desk are also on offer.

Frequently asked questions

How much are vacation packages to Legacy Trail?

Let Travelocity take the worry out of arranging your visit to Legacy Trail. Check out our fabulous $794 package deal and save both time and money. With your hotel and flights locked in, you can channel your energy into planning the fun parts of your escape — like getting to those must-do attractions!

Where can I get the best vacation package deals for Legacy Trail?

Travelocity can help you find a Legacy Trail package deal. With more than 400 airlines and 1,000,000 properties around the world, there's no doubt you'll be able to put together the perfect itinerary.

Why should I book my Legacy Trail vacation package with Travelocity?

Whether you're searching for the ultimate unplugged getaway or you crave the hustle and bustle of the big city, booking everything with Travelocity saves you time, money and hassle. No need to search through hundreds of different websites to find the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our team of customer service experts are available round-the-clock.