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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.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $449, price is now $312 per person
$312
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
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 12 hours ago
Roundtrip flight included
Philadelphia (PHL) 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.
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 24 hours 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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $788, price is now $520 per person
$520
per person
Jul 15 - Jul 19
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 breakfast (surcharge). Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,055, price is now $1,373 per person
$1,373
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
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 6 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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $846, price is now $572 per person
$572
per person
Jul 24 - Jul 27
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.
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 $3,286, price is now $2,233 per person
$2,233
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
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.

Legacy Trail Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
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 12 hours 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 24 hours 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 $788, price is now $520 per person
$520
per person
Jul 15 - Jul 19
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 $2,055, price is now $1,373 per person
$1,373
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Legacy Trail Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $811, price is now $534 per person
$534
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
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 8 hours 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 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,102, price is now $728 per person
$728
per person
Jul 6 - Jul 13
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Top Flight Deals

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

JetBlue Airways
Mon, May 11 - Fri, May 15
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$202 Roundtrip, found 6 days ago
$202
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, May 11 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, May 15, priced at $202 found 6 days ago
Delta
Tue, May 19 - Tue, Jun 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 19 from LaGuardia to Sarasota-Bradenton Intl., returning Tue, Jun 2, priced at $212 found 1 day ago
JetBlue Airways
Thu, May 28 - Wed, Jun 3
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 10 hours ago
$212
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Thu, May 28 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Wed, Jun 3, priced at $212 found 10 hours ago
Delta
Thu, Jul 9 - Sat, Jul 11
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$239 Roundtrip, found 17 hours ago
$239
Roundtrip
found 17 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 17 hours ago