Search Deals onLegacy Trail Vacation Packages
Legacy Trail Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $362, price is now $245 per person
$245
per person
Sep 29 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
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 Longboat Key Beaches are located nearby.
👍
Reviewed on Jul 28, 2026
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,271, price is now $718 per person
$718
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
First time staying here and we loved it. Pet fee was a little steep.
Reviewed on Jul 28, 2026
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,113, price is now $640 per person
$640
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
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.
Everything was amazing from the moment I walked in to the office for check in, the staff was friendly, helpful and informative! This was a home away from home! I will definitely be back next year!
Reviewed on Jul 26, 2026
The Westin Sarasota
Save 100% on your flight
Price was $1,128, price is now $716 per person
$716
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $568, price is now $369 per person
$369
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
CW Hotel
Save 100% on your flight
Price was $682, price is now $446 per person
$446
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Thank you for giving us such a wonderful vacation. Everything was excellent—the staff were kind and friendly, and the food at the restaurant was delicious. What we appreciated most was the cleanliness. We will definitely return for another holiday. Thank you so much.
Reviewed on Jul 28, 2026
voco Sarasota by IHG
Save 100% on your flight
Price was $923, price is now $610 per person
$610
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $992, price is now $675 per person
$675
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach 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.
Tue, Sep 1 - Wed, Sep 2
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$220 Roundtrip, found 20 hours ago
$220
Roundtrip
found 20 hours ago
Sat, Sep 26 - Wed, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$232 Roundtrip, found 12 hours ago
$232
Roundtrip
found 12 hours ago
Tue, Sep 15 - Tue, Sep 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$263 Roundtrip, found 18 hours ago
$263
Roundtrip
found 18 hours ago
Sun, Oct 18 - Tue, Oct 27
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$280 Roundtrip, found 21 hours ago
$280
Roundtrip
found 21 hours ago
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