Best Weekend Getaways in Florida

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Why Choose a Staycation in Florida

Florida offers countless destinations perfect for quick weekend getaways. From vibrant cities with nightlife and entertainment to relaxing beach towns and scenic coastal resorts, travelers can easily find the perfect short escape. Whether you want adventure, relaxation, or great dining, Florida weekend getaways provide plenty of options just a short trip away.

Best Areas for Romantic Hotels in Florida

These Florida destinations are popular choices for weekend trips offering beaches, entertainment, and relaxing accommodations.

01

Miami

Miami offers exciting weekend getaways with vibrant nightlife, luxury hotels, beautiful beaches, and world-class dining.

Kimpton EPIC Hotel

Downtown Miami weekender

EPIC makes a Miami weekend easy: rooftop pools over the river, balconies with bay views, wine hour in the lobby, and Brickell's restaurants within a ten-minute walk. Well priced for what it delivers, especially in shoulder season.

The Betsy Hotel

Ocean Drive culture weekend

A Betsy weekend runs on its own rhythm — beach mornings, gallery afternoons, jazz in the lobby at night — with South Beach's scene one block away whenever you want to rejoin it. The rooftop deck and writers' room make it Miami's most civilized quick escape.

02

Orlando

Orlando is perfect for weekend escapes featuring resort hotels, entertainment districts, and family-friendly attractions.

Lake Nona Wave Hotel

Futuristic Orlando reset

The Wave is Orlando without the parks: a glass ribbon of a hotel in Lake Nona's tech district with robot deliveries, a sculpture park, Haven kitchen's produce-driven menus, and access to the sports-performance campus next door. A genuinely different Florida weekend.

Grand Bohemian Hotel Orlando

Art, piano bar, downtown

The Grand Bohemian stacks a serious art collection, the Bösendorfer piano bar, and a rooftop pool in the middle of downtown Orlando — Dr. Phillips Center shows are across the street. The weekend formula: gallery, dinner, show, nightcap, all on one block.

03

Tampa

Tampa offers waterfront hotels, vibrant neighborhoods, and easy access to nearby Gulf Coast beaches.

The Tampa EDITION

Water Street polish

Tampa's EDITION brought the brand's lobby-as-scene formula to Water Street: nine bars and restaurants including Lilac's Michelin-recognized dining room, a rooftop pool, and the Riverwalk two blocks away. The city's best-dressed weekend base.

Hotel Haya

Ybor City character

Haya folds Ybor City's cigar-era architecture into a relaxed boutique — Cuban coffee at Quiensabe, a leafy courtyard pool, and the neighborhood's century-old restaurants and rooster-crossed streets outside. Tampa's most characterful cheap(ish) weekend.

04

Key West

Key West provides a tropical island atmosphere perfect for relaxing weekend getaways with ocean views and laid-back nightlife.

The Marker Key West Harbor Resort

Harborfront, walk everywhere

The Marker's conch-style buildings wrap three pools at the seaport, where the harbor walk's raw bars and charter docks start at your gate and Duval is five minutes on foot. Small enough to feel like yours by Sunday. The easy-mode Key West weekend.

Havana Cabana Key West

Retro-Cuba budget escape

Havana Cabana leans into 1950s Cuba — pastel vintage cars out front, a food truck by the pool, hammocks under the palms — at rates that leave budget for sunset sails. A free Duval shuttle covers the distance from its quieter Roosevelt Boulevard perch.

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