East End Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
East End Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral
Price was $669, price is now $500 per person
$500
per person
Apr 15 - Apr 19
found 16 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Edison Mall and Eagle Harbor Golf Club are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $2,071, price is now $1,357 per person
$1,357
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Edison Beach House
Price was $1,578, price is now $1,172 per person
$1,172
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Landing Apartments Fort Myers near Eastwood Village
Price was $1,190, price is now $921 per person
$921
per person
May 22 - May 29
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Myers (RSW)
Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium are located nearby.
Hilton Naples
Park Shore
Price was $1,202, price is now $934 per person
$934
per person
Apr 15 - Apr 19
found 16 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
Matanzas Inn Bayside Resort and Marina
Price was $1,577, price is now $1,226 per person
$1,226
per person
May 22 - May 29
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Sanibel Island Lighthouse are located nearby.
Top Flight Deals
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.
Fri, May 1 - Mon, May 11
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 6 days ago
$90
Roundtrip
found 6 days ago
Tue, Mar 24 - Sat, Mar 28
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$188 Roundtrip, found 2 days ago
$188
Roundtrip
found 2 days ago
Sat, May 9 - Sat, May 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$197 Roundtrip, found 2 hours ago
$197
Roundtrip
found 2 hours ago
Sat, May 2 - Sat, May 9
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Mon, Apr 27 - Wed, May 6
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago