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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.
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $654, price is now $461 per person
$461
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Save 100% on your flight
Price was $1,273, price is now $832 per person
$832
per person
Jun 15 - Jun 22
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Punta Gorda Airport (PGD)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,714, price is now $1,129 per person
$1,129
per person
Jun 23 - Jun 30
found 12 hours 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 St. Petersburg - Clearwater Beaches are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $907, price is now $603 per person
$603
per person
May 13 - May 16
found 11 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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $943, price is now $630 per person
$630
per person
Jun 14 - Jun 19
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 Lido Beach and Siesta Key Beach are located nearby.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $957, price is now $652 per person
$652
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
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 Longboat Key Beaches and Coquina Beach are located nearby.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $819, price is now $560 per person
$560
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,061, price is now $748 per person
$748
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. 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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $737, price is now $482 per person
$482
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $907, price is now $603 per person
$603
per person
May 13 - May 16
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $957, price is now $652 per person
$652
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $819, price is now $560 per person
$560
per person
May 21 - May 24
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.
Voyager Beach Club

Voyager Beach Club

2.5 out of 5
Sunshine Beach
Price was $1,018, price is now $596 per person
$596
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,223, price is now $749 per person
$749
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,080, price is now $680 per person
$680
per person
May 23 - May 30
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,895, price is now $1,200 per person
$1,200
per person
May 16 - May 23
found 1 day ago
Roundtrip 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.

Frontier Airlines
Sat, Apr 11 - Sat, Apr 25
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$136 Roundtrip, just found
$136
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Apr 11 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sat, Apr 25, priced at $136 just found
Delta
Sun, May 3 - Mon, May 11
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, May 3 from LaGuardia to Sarasota-Bradenton Intl., returning Mon, May 11, priced at $211 found 2 days ago
Delta
Tue, Apr 21 - Sat, May 2
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$211 Roundtrip, found 8 hours ago
$211
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Apr 21 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Sat, May 2, priced at $211 found 8 hours ago
JetBlue Airways
Sat, May 2 - Sat, May 16
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$221 Roundtrip, found 3 hours ago
$221
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sat, May 2 from Logan Intl. to Sarasota-Bradenton Intl., returning Sat, May 16, priced at $221 found 3 hours ago