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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 3 hours 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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $731, price is now $464 per person
$464
per person
Jun 24 - Jun 28
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.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $863, price is now $555 per person
$555
per person
Jul 13 - Jul 17
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido 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
just found
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 Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,795, price is now $1,188 per person
$1,188
per person
Jun 24 - Jun 28
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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,191, price is now $810 per person
$810
per person
Jun 12 - Jun 15
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.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $509, price is now $352 per person
$352
per person
Jun 1 - Jun 4
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
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 $2,444, price is now $1,723 per person
$1,723
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $731, price is now $464 per person
$464
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $863, price is now $555 per person
$555
per person
Jul 13 - Jul 17
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) 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
just found
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 $1,795, price is now $1,188 per person
$1,188
per person
Jun 24 - Jun 28
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.
SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Save 100% on your flight
Price was $854, price is now $563 per person
$563
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was $1,989, price is now $1,198 per person
$1,198
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,743, price is now $1,086 per person
$1,086
per person
Jul 16 - Jul 21
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $1,111, price is now $705 per person
$705
per person
Jun 11 - Jun 16
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

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

JetBlue Airways
Tue, May 12 - Sat, May 16
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, May 12 from Logan Intl. to Sarasota-Bradenton Intl., returning Sat, May 16, priced at $197 found 2 days ago
JetBlue Airways
Sat, May 30 - Wed, Jun 3
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 30 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Wed, Jun 3, priced at $202 found 1 day ago
Delta
Tue, May 19 - Tue, Jun 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 16 hours ago
$212
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, May 19 from LaGuardia to Sarasota-Bradenton Intl., returning Tue, Jun 2, priced at $212 found 16 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