Legacy Trail Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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Top Legacy Trail Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Charlotte Harbor
Hotel Alba, Tapestry Collection by Hilton
Bayview Plaza Waterfront Resort
Wyndham Grand Clearwater Beach
Hampton Inn Tampa Downtown Channel District

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Legacy Trail Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is CA $74 per night from Aug 19 to Aug 20
CA $74
CA $100 total
Aug 19 - Aug 20
includes taxes & fees
9/10 Wonderful! (4,245 reviews)
"Excellent customer service"

Reviewed on Aug. 16, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Sep 1 to Sep 2
CA $193
CA $249 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (4,876 reviews)
"Exelent"

Reviewed on Aug. 17, 2025

Tropical Beach Resorts
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Aug 28 to Aug 29
CA $231
CA $295 total
Aug 28 - Aug 29
includes taxes & fees
9.4/10 Exceptional! (1,657 reviews)
"Great place"

Reviewed on Aug. 16, 2025

Compass Hotel by Margaritaville Anna Maria Sound
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.