Paradise Island Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Paradise Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
Save 100% on your flight
Price was $1,005, price is now $653 per person
$653
per person
Mar 5 - Mar 9
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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 St. Armands Circle are located nearby.
FUSION Resort Waterfront Suites
Price was $2,198, price is now $1,106 per person
$1,106
per person
Apr 10 - Apr 16
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) 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.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,221, price is now $708 per person
$708
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $3,371, price is now $2,215 per person
$2,215
per person
Mar 13 - Mar 21
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Arvilla
Sunshine Beach
Save 100% on your flight
Price was $1,708, price is now $1,173 per person
$1,173
per person
Mar 13 - Mar 21
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
RumFish Beach at TradeWinds
Save 100% on your flight
Price was $1,224, price is now $843 per person
$843
per person
Apr 10 - Apr 16
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. 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.
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These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Mar 7 - Wed, Mar 11
ORD
O'Hare Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 10 hours ago
$68
Roundtrip
found 10 hours ago
Sat, Feb 21 - Thu, Feb 26
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Tue, Feb 24 - Wed, Feb 25
LGA
LaGuardia
TPA
Tampa Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Sun, Feb 22 - Wed, Feb 25
BOS
Logan Intl.
TPA
Tampa Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Sat, Feb 21 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago