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Legacy Trail Vacation Packages

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Legacy Trail Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $564, price is now $380 per person
$380
per person
Jul 23 - Jul 26
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,274, price is now $732 per person
$732
per person
Jun 20 - Jun 28
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.
Last Hoorah

Last Hoorah

2.5 out of 5
Save 100% on your flight
Price was $770, price is now $492 per person
$492
per person
Jul 3 - Jul 11
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach houseboat in Bradenton. Enjoy free parking, a beach locale, and a picnic area. Popular attractions Coquina Beach and Bradenton Beach are located nearby.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,210, price is now $785 per person
$785
per person
Jun 11 - Jun 14
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 Bradenton Beach and Coquina Beach are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $3,293, price is now $2,184 per person
$2,184
per person
Jul 2 - Jul 7
just found
Roundtrip flight included
Philadelphia (PHL) 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.
Casa Limonada Boutique Motel

Casa Limonada Boutique Motel

3.5 out of 5
Save 100% on your flight
Price was $2,543, price is now $1,721 per person
$1,721
per person
Jul 4 - Jul 11
found 7 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this beach apartment in Sarasota. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,753, price is now $1,210 per person
$1,210
per person
Jul 24 - Jul 27
found 20 hours ago
Roundtrip flight included
Washington (IAD) to Tampa (TPA)
Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,443, price is now $1,001 per person
$1,001
per person
Jun 25 - Jun 29
found 1 day 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.

Legacy Trail Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $564, price is now $380 per person
$380
per person
Jul 23 - Jul 26
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $639, price is now $389 per person
$389
per person
Jun 10 - Jun 14
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,210, price is now $785 per person
$785
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,753, price is now $1,210 per person
$1,210
per person
Jul 24 - Jul 27
found 20 hours ago
Roundtrip flight included
Washington (IAD) to Tampa (TPA)

Legacy Trail Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Save 100% on your flight
Price was $931, price is now $592 per person
$592
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Save 100% on your flight
Price was $1,036, price is now $659 per person
$659
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,176, price is now $753 per person
$753
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,285, price is now $1,499 per person
$1,499
per person
Jun 26 - Jul 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Tue, May 19 - Tue, Jun 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, May 19 from LaGuardia to Sarasota-Bradenton Intl., returning Tue, Jun 2, priced at $212 found 2 days ago
American Airlines
Mon, Jun 1 - Wed, Jun 3
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 12 hours ago
$217
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Mon, Jun 1 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Wed, Jun 3, priced at $217 found 12 hours ago
Delta
Thu, Jul 9 - Sat, Jul 11
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$239 Roundtrip, found 3 hours ago
$239
Roundtrip
found 3 hours ago
Select Delta flight, departing Thu, Jul 9 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Sat, Jul 11, priced at $239 found 3 hours ago
Delta
Wed, May 27 - Wed, Jun 3
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 27 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Wed, Jun 3, priced at $242 found 1 day ago