Search Deals onLegacy Trail Vacation Packages
Legacy Trail Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Sarasota - I-75 Bee Ridge
Save 100% on your flight
Price was $516, price is now $290 per person
$290
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Sarasota. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Mall at University Town Center and Bent Tree Country Club are located nearby.
Hilton Garden Inn Sarasota - Bradenton Airport
Save 100% on your flight
Price was $961, price is now $515 per person
$515
per person
Jan 21 - Jan 25
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Cedar Cove Resort and Cottages
Price was $2,301, price is now $1,248 per person
$1,248
per person
Jan 21 - Jan 25
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $2,289, price is now $1,248 per person
$1,248
per person
Feb 21 - Feb 26
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
Save 100% on your flight
Price was $692, price is now $378 per person
$378
per person
Jan 15 - Jan 18
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this spa villa in Tampa. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $877, price is now $486 per person
$486
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.
Compass Hotel by Margaritaville Anna Maria Sound
Save 100% on your flight
Price was $734, price is now $418 per person
$418
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $2,323, price is now $1,358 per person
$1,358
per person
Feb 21 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Legacy Trail Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Legacy Trail Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Jan 23 - Fri, Jan 30
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Wed, Jan 7 - Wed, Jan 14
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$151 Roundtrip, found 1 day ago
$151
Roundtrip
found 1 day ago
Fri, Dec 12 - Mon, Dec 15
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$160 Roundtrip, found 3 days ago
$160
Roundtrip
found 3 days ago
Sat, Jan 10 - Wed, Jan 21
TTN
Mercer
SRQ
Sarasota-Bradenton Intl.
$189 Roundtrip, found 16 hours ago
$189
Roundtrip
found 16 hours ago
Discover Other Travel Deals
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- Areas of Legacy Trail
- Hotwire Picks
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