Search Deals onLegacy Trail Vacation Packages
Legacy Trail Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
CW Hotel
Save 100% on your flight
Price was $523, price is now $336 per person
$336
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Everything was great
Reviewed on Jul 31, 2026
Cedar Cove Resort and Cottages
Price was $2,274, price is now $1,290 per person
$1,290
per person
Oct 5 - Oct 10
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 Coquina Beach and Bean Point Beach are located nearby.
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $650, price is now $391 per person
$391
per person
Oct 21 - Oct 24
found 17 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.
The Westin Sarasota
Save 100% on your flight
Price was $740, price is now $460 per person
$460
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
voco Sarasota by IHG
Save 100% on your flight
Price was $606, price is now $382 per person
$382
per person
Oct 5 - Oct 10
found 1 day 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 St. Armands Circle and Lido Beach are located nearby.
We loved this unique, well run hotel. Everyone was helpful and fun to talk to. Jake at check-in was great. The room was lovely and clean and the location was outstanding.
Reviewed on Jul 31, 2026
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $644, price is now $410 per person
$410
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Captiva Beach Resort
Save 100% on your flight
Price was $871, price is now $558 per person
$558
per person
Oct 5 - Oct 10
found 1 day 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.
The room was more like a small apartment! Plenty of space for our family of 5. The staff was friendly. Very clean facility. Convenient location. We will definitely stay here again.
Reviewed on Jul 30, 2026
BeachTrail Lodging
Save 100% on your flight
Price was $924, price is now $606 per person
$606
per person
Sep 12 - Sep 19
just found
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this condo in Indian Rocks Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions St. Petersburg - Clearwater Beaches and Splash Harbour Water Park are located nearby.
The cottage was well stocked with a snack basket and a super dog basket. The kitchen was stocked with all needed essentials and the parking also worked out well.
Reviewed on Apr 14, 2026
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.
Thu, Aug 27 - Sun, Aug 30
PSM
Portsmouth Intl.
PGD
Punta Gorda Airport
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Tue, Nov 3 - Tue, Nov 10
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$209 Roundtrip, found 12 hours ago
$209
Roundtrip
found 12 hours ago
Tue, Sep 29 - Sun, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 1 hour ago
$212
Roundtrip
found 1 hour ago
Tue, Sep 1 - Wed, Sep 2
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Legacy Trail
- Hotwire Picks
- Siesta Key Beach Vacations
- Lido Beach Vacations
- Venice Beach Vacations
- Coquina Beach Vacations
- St. Armands Circle Vacations
- Crescent Beach Vacations
- IMG Academy Vacations
- Turtle Beach Vacations
- Caspersen Beach Vacations
- Mall at University Town Center Vacations
- Englewood Beach Vacations
- Nokomis Beach Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
