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* Taxes and fees may be additional.
Source: Bayfront Inn 5th Ave

Steps from bustling Fifth Avenue, the hotel is set amid Naples' top restaurants and ritzy boutiques.

May 5 - Sept. 30 Sunday-Thursday; +$20 weekends
Source: Park Inn by Radisson Orlando-Celebration

No resort fees and free shuttle service to parks set this Disney-adjacent property apart.

Through Sept. 30; later dates also available
Source: Edgewater Beach Hotel

This 4-star oasis is the only all-suite beachfront hotel in Naples, less than 3 miles from downtown.

May and June; +$40 April
Source: The Atlantic Resort & Spa

Guests can wake up to the sounds of ocean waves crashing from the private balcony of each suite.

April 27 - Sept. 30 midweek; +$20 weekends
Source: B Ocean Fort Lauderdale

Guests can spy ocean views at breakfast each day or from the floor-to-ceiling windows in each room.

Midweek April 27 - Aug. 31; +$30-$40 weekends
Source: CruCon Cruise Outlet

Sail on one of the top cruise lines in the world, as voted by the readers of Conde Nast Traveler -- with a deal that saves travelers $425 per person.

Jan. 29; Feb. 26; +$10-$30 surrounding dates
Source: CruCon Cruise Outlet

Bask in Caribbean breezes on one of Norwegian Cruise Line's newest ships with a deal that includes all accommodations, entertainment and meals.

Depart Nov. 16, 30; Dec. 7, 14
Source: Sonesta ES Suites Orlando

This recently refreshed all-suite hotel, located on International Drive, offers free breakfast.

Daily through Sept. 27; two-night minimum
Source: Cinco de Mayo Brickell Fiesta

Save more than 50% on admission to the inaugural Cinco de Mayo Brickell Fiesta, which will feature Mexican food, margaritas, mariachi bands and more.

May 4 & 5, 2014
Source: Erika Moon Production

Classic cabaret show "Viva Paris" returns to South Beach's historic Colony Theatre for two weekend performances Friday and Saturday, June 20 & 21.

June 20 & 21, 2014
Source: Westgate Lakes Resort & Spa Orlando

Rooms here are larger than standard ones in Orlando and sleep up to four people.

Sun-Wed thru April +$30 wknds; Daily May-June 12
Source: trivago

Parks at Disney, studios at Universal, and the lowest prices at hotels across the city

Through spring
Source: trivago

Sleek '60s beachfront icons and Art Deco landmarks, booked at the lowest prices

Through spring
Source: Priceline.com

Set sail roundtrip from Miami onboard Carnival Conquest with stops in Cozumel, Belize City, Roatan and George Town.

Depart May 18; +$170-$180 June 15; Aug. 10
Source: Sanibel Harbour Marriott Resort & Spa

Breathe in the warm ocean air from a AAA 4-Diamond resort on the Fort Myers waterfront

Select dates through July
Source: American Express Travel

Cruise to Nassau, Freeport and Great Stirrup Cay roundtrip from Miami.

Depart May 5, 9; +$20 May 2, 12, 16, 19
Source: The Westin Cape Coral Resort at Marina Village

Escape to sunny Florida and stay at the Westin Cape Coral Resort on the Marina.

Select dates through May
Source: The Westin Diplomat

Located on the beachfront, this property boasts breathtaking Atlantic Ocean views

Select dates through May
Source: Marriott Hollywood Beach

Stay just off the sands of Hollywood Beach on the south end of Fort Lauderdale

Select date through July
Source: Liberty Travel

Spend four nights at a music-themed Disney resort with a package that includes air, theme park tickets and air transfers; kids under 17 stay free

Aug. 6-10
Cheap Roundtrip Fares to Fort Myers from:
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Andrew Young — Travel, Entertainment and Local Deal Expert
Andrew Young
Deal Expert, New York
Summer is coming. Our thoughts turn to beaches, grilling meats and summer vacation. More