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  • Writer's pictureJordan Hinsch

22 Best Weekend Getaways from Tampa (within a 4-hour flight)

Updated: Jan 20



Tampa is a city which I personally always love to visit. The surge in migration as a result of the pandemic has brought new activities, restaurants, and nightlife to the Tampa Bay area, however, with the significant population growth comes a need to get away every now and then.


With a vast array of short domestic destinations, there are also some international destinations within reach. Here are some weekend getaway ideas for locals in the Tampa Bay area within a non-stop 4-hour flight. More importantly, these trips are all possible without having to request PTO (for you M-F 9-5'ers), it just depends on what you want to do at your destination.


Bear in Mind: When traveling internationally, you may be required to show proof of a negative Covid-19 test or proof of vaccination. Check relevant embassy websites for the most up to date information.





Miami, Florida (MIA, FLL) - 1 Hour Flight


Why go?

  • Beaches, outdoors activities, clubs, restaurants, culture. I just ask that you please please please venture out beyond Miami Beach.

When to go?

  • Any time of the year, but best is October - February for perfect weather. Avoid the spring break crowd in late Feb/early March the best you can.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $50+

Where can you stay?

Pro Tip:

  • Visit the following neighborhoods to step away from the "typical Miami": Wynwood, Brickell, Coral Gables, Coconut Grove, Midtown, Edgewater.





Orlando, Florida (MCO) - 1.5 - 2 hour drive


Why go?

  • Theme parks. Disney & Universal. Bring bug spray and an umbrella if you go during the summer. It's not my favorite city, but there's a reason why it's the #1 tourism city year after year in the US.

When to go?

  • Year-Round

Where can you stay?








New York, New York (JFK, LGA, EWR, ISP, HPN) - Just Under a 3 Hour Flight


Why go?

  • It might not be the same city it was before, but it'll always make for a great weekend getaway.

When to go?

  • Summer for the best weather, but you’ll pay peak rates for solid hotels.

  • Winter for Christmas festivities!

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?





Toronto, Ontario (YYZ, YTZ) - Just Under a 3 Hour Flight


Why go?

  • Food, people, cleanliness, Hockey Hall of Fame.

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?






Philadelphia, Pennsylvania (PHL) - 2.5 Hour Flight


Why go?

  • History, sports, cheesesteaks

When to go?

  • Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $150+

Where can you stay?






Washington, DC (IAD, DCA, BWI) - Just Under a 2.5 Hour Flight


Why go?

  • Museums, walking tours, great mass-transit and cherry blossoms. Fly to DCA for convenience.

When to go?

  • Year-round (spring season for cherry blossoms)

Who can fly you there?

How much will it cost to get there?

  • Airfare: $75+

Where can you stay?

Pro Tip:

  • For avid runners, pack your running shoes and go for daily runs around the White House, Washington Monument, Lincoln and Jefferson memorials.




Chicago, Illinois (ORD, MDW) - 3 Hour Flight


Why go?

  • Food, bars, sports, rivers!

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $150+

Where can you stay?

Pro Tip:

  • For bourbon enthusiasts, visit Untitled Supper Club on W Kinzie for an incredible speakeasy experience.




Kansas City, Missouri (MCI) - Just Under a 3 Hour Flight


Why go?

  • BBQ! BBQ! BBQ!

When to go?

  • Year-round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?

Pro Tip:

  • Visit the Power & Light District for a unique nightlife experience & go to Arthur Bryant's for BBQ.







Nashville, Tennessee (BNA) - 2 Hour Flight


Why go?

  • Music (not just country), endless bars, brewpubs, hot chicken.

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $50+

Where can you stay?

Pro Tip:

  • Stay in the Gulch or near printer's alley.





New Orleans, Louisiana (MSY) - 1.5 Hour Flight


Why go?

  • Jazz music, other music, culture, architecture, partying, passionate football fans.

When to go?

  • Spring, Summer, Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $50+

Where can you stay?

Pro Tip:

  • Check out Bourbon Street for a little bit, but don't get sucked in. It's absolutely disgusting. Chartres Street is better for those looking to maintain their cleanliness.






Atlanta, Georgia (ATL) - Just Over a 1.5 Hour Flight


Why go?

  • Brew pubs, art, nightlife, Mexican food.

When to go?

  • Year-round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $50+

Where can you stay?

Pro Tip:

  • Walk some of the BeltLine and stop at stores, bars, and restaurants.




Montego Bay, Jamaica (MBJ) - Just Over a 2 Hour Flight


Why go?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?






Grand Cayman, Cayman Islands (GCM) - 2 Hour Flight


Why go?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?





Austin, Texas (AUS) - 2.5 Hour Flight


Why go?

  • Food, Art, Music, BBQ, Tech, Bach Parties, and All-Around Fun!

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?



Cancun, Mexico (CUN) - 2 Hour Flight


Why go?

  • Your money goes a long way: all-inclusive hotels, nightlife, and activities.

When to go?

  • December to April for the best weather.

  • Avoid March Spring Break travel if you want to be at peace.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?




Key West, Florida (EYW) - Just Over a 1 Hour Flight


Why go?

  • A ridiculously good party scene, strange people, boat tours, scuba diving, museums, culture. Other top attractions.

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?

Pro Tip:

  • Beach-lovers beware. This is NOT a city with good beaches.





Boston, Massachusetts (BOS) - Just Over a 3 Hour Flight



Why go?

  • History and cool summertime temps!

When to go?

  • Summer for the best weather, but peak rates for solid hotels.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $150+

Where can you stay?





Denver, Colorado (DEN) - 4 Hour Flight


Why go?

  • Mountains, beer, National Parks, hiking, clean city, nice people.

When to go?

  • Year-round. Ski in the winter. Hike in the summer.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?



Nassau, Bahamas (NAS) - 1.5 Hour Flight


Why go?

  • Turquoise waters, friendly people, and close proximity to Florida make the Bahamas a popular destination.

When to go?

  • December - July to avoid hurricanes and tropical storms.

  • May - August to avoid crowds and surcharges.

  • November - February to avoid the summer heat.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $250+

Where can you stay?

Pro Tip:

  • Rent a car! Be prepared to drive on the left side of the road.




San Juan, Puerto Rico (SJU) - 3 Hour Flight


Why go?

  • Surfing, culture, and hiking. Oh and you don't need a passport to travel.

When to go?

  • December - July to avoid hurricanes and tropical storms.

  • April - June to avoid the busy winter and the upcoming rainy season.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?




Charleston, South Carolina (CHS) - 1.5 Hour Flight


Why go?

  • History, culture, family-friendly attractions, and water sports.

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $75+

Where can you stay?



Montreal, Quebec (YUL) - 3 Hour Flight


Why go?

  • More restaurants per capita than any other North American city.

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?








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Hey! I'm Jordan, a native New Yorker who is addicted to adventure travel, photography, content creation, investing, and fitness. Read on, enjoy, and Never Run Out of First Times!

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