East End Vacation Packages for 2026

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.

Wed, May 6 - Fri, May 15

CLE

Hopkins Intl.

RSW

Southwest Florida Intl.

$98 Roundtrip, found 5 days ago

$98

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, May 6 from Hopkins Intl. to Southwest Florida Intl., returning Fri, May 15, priced at $98 found 5 days ago

Tue, May 12 - Fri, May 15

BOS

Logan Intl.

RSW

Southwest Florida Intl.

$197 Roundtrip, found 6 hours ago

$197

Roundtrip

found 6 hours ago

Select JetBlue Airways flight, departing Tue, May 12 from Logan Intl. to Southwest Florida Intl., returning Fri, May 15, priced at $197 found 6 hours ago

Mon, May 11 - Wed, May 20

EWR

Newark Liberty Intl. Airport

RSW

Southwest Florida Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select United flight, departing Mon, May 11 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Wed, May 20, priced at $197 found 1 day ago

Wed, May 13 - Tue, May 19

BOS

Logan Intl.

RSW

Southwest Florida Intl.

$207 Roundtrip, found 2 days ago

$207

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, May 13 from Logan Intl. to Southwest Florida Intl., returning Tue, May 19, priced at $207 found 2 days ago

Wed, May 13 - Tue, May 19

BOS

Logan Intl.

RSW

Southwest Florida Intl.

$217 Roundtrip, found 2 days ago

$217

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, May 13 from Logan Intl. to Southwest Florida Intl., returning Tue, May 19, priced at $217 found 2 days ago