Search Deals onLegacy Trail Vacation Packages
Legacy Trail Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG
Save 100% on your flight
Price was $948, price is now $658 per person
$658
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip non-stop 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 Lido Beach and Siesta Key Beach are located nearby.
Cedar Cove Resort and Cottages
Price was $1,970, price is now $1,198 per person
$1,198
per person
Jun 22 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Bradenton Beach and Coquina Beach are located nearby.
Mar Bay Motel &Suites
Save 100% on your flight
Price was $1,194, price is now $754 per person
$754
per person
Jul 20 - Jul 27
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $3,873, price is now $2,594 per person
$2,594
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel 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.
FUSION Resort Waterfront Suites
Save 100% on your flight
Price was $1,061, price is now $715 per person
$715
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Crystal Palms Beach Resort
Save 100% on your flight
Price was $1,087, price is now $743 per person
$743
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Stones Throw Beachfront Luxury Suites
Save 100% on your flight
Price was $1,282, price is now $877 per person
$877
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Indian Rocks Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions St. Petersburg - Clearwater Beaches and Splash Harbour Water Park are located nearby.
East Gulf Dockside Beach Homes
Save 100% on your flight
Price was $1,329, price is now $923 per person
$923
per person
Jul 23 - Jul 30
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach apartment in Indian Rocks Beach. Enjoy free WiFi, free parking, and 6 beach bars. Popular attractions St. Petersburg - Clearwater Beaches and Splash Harbour Water 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.
Tue, Jul 21 - Tue, Jul 28
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 1 hour ago
$237
Roundtrip
found 1 hour ago
Mon, Jun 1 - Tue, Jun 9
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Sun, Jul 12 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$245 Roundtrip, found 3 hours ago
$245
Roundtrip
found 3 hours ago
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