21 Short Flights From Tampa for a Weekend Getaway

Sunny skies and weekend vibes are calling; if you’re stuck in a loop of the same parks and backyard barbecues in Tampa, it’s time for a change of scenery.

Discover cities where history lines the streets and beaches where the waves dance under your feet.

This article is your ticket to finding the perfect weekend getaway just a short flight from Tampa.

Flights Under 2 Hours:

Ocean Drive in South Beach Miami Florida nightlife
Ocean Drive in South Beach Miami Florida nightlife

1. Miami, FL (1 hr)

Miami beckons with its sun-drenched beaches and palm-lined streets, promising a quick escape that feels worlds away from Tampa. Vibrant art deco buildings light up the skyline, while the soothing sound of ocean waves creates a tranquil backdrop for relaxation.

Streets pulse with Latin beats, and the air carries a salty-sweet scent from the sea to outdoor cafes. Miami’s close enough for spontaneity, yet far enough to be an adventure.

Visit the historic Vizcaya Museum and Gardens during the less crowded weekday mornings. Seek out the food havens in Little Havana, where authentic Cuban sandwiches won’t break the bank.

For those craving a touch of adventure, indulge in outdoor activities like kayaking through mangroves or exploring Everglades National Park.

For a comfy rest, head to the Loews Miami Beach Hotel – it’s got that golden touch of luxury without the wallet-weeping price tag.

2. Nashville, TN (2 hr)

Dance your boots off and soak up that famous southern hospitality with a weekend trip to Nashville.

Known as Music City, Nashville is a dreamy destination for country music fans. Walk off those lip-smacking barbecue meals by strolling in Centennial Park, where you’ll find a full-scale replica of the Parthenon.

Nab a room at the historic Hermitage Hotel; it’s got class without the splurge.

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3. Charleston, SC (1.5 hr)

Charleston is a charming city packed with history, lively streets, and beautiful architecture. Stroll along the cobblestone paths of the historic district, breathe in the fragrant magnolia blossoms, and find hidden treasures in the local boutiques.

Be sure to visit the Charleston Tea Garden; it’s the only spot in the country where tea is grown! On a budget? Wander around the Battery, where the sea breeze is free, and the views are priceless.

The Kings Courtyard Inn comes highly recommended as this hotel stands proudly near bustling marketplaces and quiet, oak-lined courtyards.

Mileage milepost on beach in Key West Florida
Mileage milepost on beach in Key West Florida

4. Key West, FL (1 hr)

Key West is a colorful island that offers a delightful blend of fun and relaxation. Stroll down lively Duval Street, where you’ll encounter quirky shops, mouthwatering seafood, and cheerful live music.

Budget-wise, grab a bicycle to explore. It’s affordable and lets you soak in the tropical scenery up close.

Did you know Key West is home to the only frost-free botanical garden in the continental U.S.? It’s true!

If you’re catching some Z’s here, the Sunset Key Cottages offer dreamy ocean views and it’s a stone’s throw from the hustle.

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5. New Orleans, LA (1 hr)

Jazz, beignets, and vibrant street life – New Orleans is a city brimming with charm. Stroll down the historic French Quarter, where the music is as rich as the coffee, and every corner has a story to tell.

To save some coins, visit the enchanting Crescent City during the week. You’ll snag better hotel rates and shorter lines at famous spots.

The iconic Hotel Monteleone is a grand choice, known for its luxurious carousel bar and prime location. It’s said that Ernest Hemingway enjoyed a drink or two here!

6. Atlanta, GA (1.5 hr)

Atlanta, bursting with Southern charm, is a peachy pick for a swift escape from Tampa. Skip the usual spots and swing by the Atlanta BeltLine. It’s an old railway corridor turned walkway, stitching the city with art and greenery!

The Georgia Aquarium and the World of Coca-Cola are fascinating spots to explore. Opt for the streetcar to zip around and save a few bucks while soaking in the city vibes.

Nestled in the buzz, the Atlanta Marriott Marquis boasts a sky-high atrium. Consider it your comfy hub to unwind after roaming the vibrant streets.

Cancun Hotel Zone Balcony View on a nice day
Cancun Hotel Zone Balcony View on a nice day

7. Cancun, Mexico (2 hr)

Cancun is a tropical paradise that will have you swapping your everyday routine for sun, sand, and margaritas in no time. But this city is more than just beautiful beaches and all-inclusive resorts.

For history buffs, brush up on your Mayan knowledge while exploring the stunning ruins of Tulum or Chichen Itza. And if natural beauty is your thing, you’ll be mesmerized by the cenotes.

Worried about those crowded tourist spots? Isla Mujeres awaits. Hop on a ferry and switch to island time as you explore this serene paradise.

Looking for a bit of pampering without emptying your wallet? Stay at the Azul Beach Resort Riviera Cancun. It’s affordable, beautifully located, and boasts great amenities – relaxation without the sting!

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8. Nassau, Bahamas (1.5 hr)

White sandy beaches, crystal clear waters, and vibrant marine life await you in Nassau, Bahamas.

You don’t have to venture far to find something special: the Queen’s Staircase is a must-visit, with its 65 steps carved from limestone, nestled in lush greenery.

Check out the Graycliff Chocolate Factory for some sweet treats; you’ll get a taste of true Bahamian flavor!

For coziness and location, consider the British Colonial; comfort right by the shore.

9. Grand Cayman, Cayman Islands (2 hr)

Grand Cayman, the largest of the three islands, offers sun, sand, and surf in a tropical paradise.

Lounge on the sun-kissed Seven Mile Beach, where the sea glows in fifty shades of blue. Or swim alongside friendly stingrays in Stingray City. If adventure is your jam, head on over to Crystal Caves.

Save a few bucks by savoring local eateries off the main strip. Who said saving pennies means skimping on taste?

For a cozy stay, consider the Caribbean Club hotel; wake up to ocean breezes and the sound of waves whispering your name.

Flights Under 3 Hours:

Chicago Illinois
Chicago Illinois

10. Chicago, IL (3 hr)

The Windy City is a mosaic of vibrant neighborhoods, each brimming with character. Stroll along the famous Navy Pier or gaze at the stars from the Adler Planetarium.

Chicago’s architecture is famous too—don’t miss the chance to walk around and admire the diverse building styles. And if you’re a fan of Frank Lloyd Wright, many of his iconic works are scattered throughout the city.

Many of Chicago’s top museums offer free admission days, so plan ahead and save! Visit during spring or fall when the crowds thin out but the city buzzes with energy.

Feel like royalty without the king’s ransom at the Palmer House, a historic, yet wallet-friendly hotel.

11. Baltimore, MD (2 hr 15 min)

Known for its colorful row houses and friendly locals, Baltimore is brimming with historic ships and mouthwatering seafood.

Stroll through Fells Point—a vibrant, historic waterfront area filled with unique boutiques, bars, and delicious dining options. This lively district is a hot spot for savoring the local flavors and letting loose with live music.

For a bit of culture, head to the Inner Harbor. You’ll find mesmerizing waterfront views, world-class attractions like the National Aquarium, and interactive exhibits at the Maryland Science Center.

For a comfy place to lay your head, check in at the Baltimore Marriott Waterfront.

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12. Montego Bay, Jamaica (2 hr 15 min)

Sparkling turquoise waters, soft sandy beaches, and the sweet melody of reggae floating on the breeze – Montego Bay is a slice of paradise just a short flight from Tampa.

Known to the locals as MoBay, the area brims with rich culture, vibrant street markets, and lush tropical gardens.

Check out the Luminous Lagoon, a hidden gem where you can witness the magical phenomenon of bioluminescence.

Insider Tip: Skip the crowded tourist spots and head to Doctor’s Cave Beach in the early morning, when it’s just you, the sea, and the sun.

The SeaGarden Beach Resort offers comfort without breaking the bank, and it’s nestled right between the airport and the famous Hip Strip.

Busy Doctors Cave Beach Montego Bay Jamaica
Busy Doctors Cave Beach Montego Bay Jamaica

13. Washington, DC (2.5 hr)

Washington, DC makes you feel the nation’s history right beneath your feet. In the heart of the city lies the National Mall, home to iconic landmarks such as the Lincoln Memorial and the Washington Monument.

For a unique twist, explore the Smithsonian museums after dark; the crowds thin out, and you can enjoy the exhibits at a leisurely pace. Budget-savvy traveler? Rejoice, as many of DC’s attractions won’t cost you a dime.

Nestled among these treasures, Kimpton The George offers a comfy stay without breaking the bank.

14. Philadelphia, PA (2.5 hr)

Philadelphia is a historic city that is perfect for a weekend getaway with a blend of culture, history, and fantastic food. Pay a visit to the adorable, tree-lined Elfreth’s Alley, the oldest residential street in the US.

Peek into the past with a visit to the Liberty Bell and Independence Hall, and here’s a little secret: many of Philly’s museums offer “pay what you wish” days.

Let’s talk about those famous Philly cheesesteaks. You’ve got to try one from both Pat’s and Geno’s – it’s a local debate that’ll have you picking a side!

For a restful night, nestle into the historic Kimpton Hotel Monaco. With its sleek design and cozy comforts, this hotel is the perfect place to recharge after your city adventures.

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15. Houston, TX (2.5 hr)

Houston serves as a little slice of Texas pride, where the aroma of barbecue mingles with the bustling energy of the Space City.

Feel the excitement of the iconic Space Center Houston, where space exploration comes to life! Houston’s culinary scene is impressive, offering flavors from around the globe.

Don’t miss the chance to meander through the Museum District. Save a few bucks by visiting on free admission days, which each museum offers.

Rest comfortable at the Hotel Zaza, a chic stay with a touch of Southern hospitality. Splurge on a spa day or lounge by the pool to rest up; you’ll need that energy to explore.

The High Line New York
The High Line New York

16. New York City, NY (2.5 hr)

New York City sparkles with charm that’s unmatched. Dive into the eclectic food scene, exploring hidden foodie spots like Smorgasburg or grab a piping hot bagel from a street vendor.

For a unique touch, venture beyond the typical tourist path and visit the enchanting High Line, a transformed elevated railway line that now boasts lush gardens and art installations.

Indulge in Broadway’s dazzle without breaking the bank by nabbing rush tickets for that evening’s show. Here’s a secret: visit the TKTS booth for serious discounts!

And for a cozy night’s sleep nestled amidst the urban buzz, the AC Hotel By Marriott New York Downtown offers classic comfort steps from the stage lights.

17. San Juan, Puerto Rico (2 hr 50 min)

Just a short flight from Tampa, San Juan isn’t just your average beachfront destination. It’s a cultural cocktail that’s equal parts history, relaxation, and pure joy.

Be sure to wander through the cobblestone paths of Old San Juan, where centuries-old fortresses meet lively squares.

Visit La Factoría—a speakeasy-style bar hidden in plain sight—where the nostalgia is as thick as their famed sangria.

Street food will be kind to your wallet and keep those hunger pangs at bay. Try a tripleta sandwich from a roadside kiosk.

If a cozy nest is what you seek, check out Hotel El Convento. It’s historic, it’s central, and it boasts stories in its very walls.

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18. Toronto, ON (3 hr)

In just a short flight, you’ll trade palm trees for cosmopolitan streets. Toronto’s got the zest of a big city with a heartwarming Canadian embrace.

Visit the eye-catching CN Tower, and if you’re feeling brave, try the EdgeWalk, where you’ll walk along the perimeter of the tower’s main pod.

For a more tranquil adventure, whisk away to the Toronto Islands, a group of 15 small islands just south of the city – it’s an idyllic spot to relax, picnic, and admire the skyline.

Make sure to grab a meal at the St. Lawrence Market, named one of the world’s best food markets. Afterward, lose yourself in the charming, maze-like streets of Kensington Market, an eclectic neighborhood brimming with vibrant street art, vintage shops, and cozy cafes.

Where should you rest those weary feet? The Fairmont Royal York is a proven favorite, offering a dash of grandeur without the gasp-worthy bill at checkout.

Toronto Ontario Canada
Toronto Ontario.

19. Cleveland, OH (2.5 hr)

Cleveland is home to the famous Rock and Roll Hall of Fame, a must-see for music enthusiasts. For art lovers, the Cleveland Museum of Art will leave you in awe with its vast and diverse collection.

Nature lovers can stroll through the lush Cleveland Botanical Garden or escape to the nearby Cuyahoga Valley National Park for some fresh air and picturesque scenery.

Don’t miss out on unique food offerings like the iconic Polish Boy sandwich or sweet treats at the West Side Market. Cleveland’s craft beer scene is booming, so make sure to quench your thirst with a locally brewed masterpiece!

Get savvy with a stay at Holiday Inn Express Cleveland Downtown, where comfort meets budget without a fuss.

20. Boston, MA (3 hr)

Boston beckons with its blend of rich history and vibrant culture. If you long to stroll through the past, the Freedom Trail guides your footsteps to tales of the past.

Your weekend won’t be complete without catching a thrilling game at Fenway Park, the oldest Major League Baseball stadium.

Make sure to visit the lesser-known Isabella Stewart Gardner Museum, with its breathtaking courtyard and diverse collection of art.

For those with a keen eye for bargains, Quincy Market serves up shopping delights minus the hefty price tag. Unearth charming trinkets and bite into local flavors without breaking the bank.

Lay your head at the historic Omni Parker House, a cozy stay where the whispers of bygone eras might just lull you to sleep.

21. Dallas, TX (2 hr 45 min)

Dallas awaits with its big Texan welcome! This city is no sleepy town; it’s vibrant with a side of sass and a steak-sized chunk of culture. You’ll find art that makes you think, history that touches your heart, and spaces so green, you’ll forget you’re in a city.

Make sure to explore the stunning architecture of the city, like the Reunion Tower. Get up close and personal with a dazzling view of the city skyline from its observation deck.

Check out Klyde Warren Park, an urban oasis built above a highway. With plenty of events and food trucks, it’s an incredible spot to unwind and people-watch.

Want a cozy stay? The Hotel Zaza in Uptown Dallas mixes charm with chic; your feet will adore the cushy carpets after a day of exploring.

Final Thoughts

With new sights and adventures just a short flight away, Tampa’s weekend getaway potential is limitless!

If the thrill of discovery still courses through you, why not explore romantic retreats right in Tampa’s backyard?