FL
Key West
Laid-Back Tropics With a Surprisingly Wild Nightlife
Key West operates at its own frequency — sunset cruises, open container everywhere, incredible seafood, and a Duval Street energy that's hard to replicate anywhere else in the continental US.
Things to Do
Duval Street Bar Crawl
Nightlife · Indoor
$25 – $60 / person
No booking link yetSnorkeling at the Coral Reef
Water · Water
$45 – $75 / person
No booking link yetSunset Sail on a Catamaran
Water · Water
$65 – $110 / person
No booking link yetDeep Sea Fishing Charter
Outdoor · Water
$95 – $160 / person
No booking link yetGlass Bottom Kayak Tour
Water · Water
$45 – $70 / person
No booking link yetGhost & Haunted Pub Tour
Nightlife · Outdoor
$25 – $40 / person
No booking link yetHemingway Home Museum Visit
Entertainment · Indoor
$20 – $30 / person
No booking link yetParasailing over the Gulf
Adventure · Water
$65 – $95 / person
No booking link yetKey West Conch Train Tour
Entertainment · Outdoor
$35 – $45 / person
No booking link yetJet Ski Tour of the Harbor
Water · Water
$85 – $130 / person
No booking link yetPaddleboard Through Mangroves
Water · Water
$40 – $65 / person
No booking link yetMallory Square Sunset Celebration
Entertainment · Outdoor
$0 – $20 / person
No booking link yetDry Tortugas Day Trip by Ferry
Adventure · Water
$135 – $200 / person
No booking link yetDolphin Watch & Snorkel Combo
Water · Water
$55 – $90 / person
No booking link yetKey West Cocktail Bar Hopping
Nightlife · Indoor
$30 – $80 / person
No booking link yetFly Zone Indoor Skydiving
Adventure · Indoor
$55 – $85 / person
No booking link yetPrivate Charter Boat Party
Water · Water
$100 – $175 / person
No booking link yetKey Lime Pie Tasting Tour
Food & Drink · Both
$25 – $45 / person
No booking link yetScuba Diving the Wrecks
Water · Water
$85 – $130 / person
No booking link yetLocal Art Gallery Hopping
Entertainment · Indoor
$0 – $30 / person
No booking link yetLobster Mini-Season Dive (July)
Water · Water
$65 – $100 / person
No booking link yetElectric Bike Pub Crawl
Nightlife · Both
$45 – $75 / person
No booking link yetKey West Literary Seminar Tour
Entertainment · Both
$25 – $40 / person
No booking link yetKayak Fishing in the Backcountry
Outdoor · Water
$75 – $120 / person
No booking link yetSpa Day at Casa Marina Resort
Wellness · Indoor
$110 – $180 / person
No booking link yetConch Republic Seafood Restaurant Dinner
Food & Drink · Indoor
$40 – $80 / person
No booking link yetWaverunner Sunset Tour
Water · Water
$75 – $115 / person
No booking link yetBeach Volleyball at Smathers Beach
Outdoor · Outdoor
$0 / person
No booking link yetNight Fishing Charter
Outdoor · Water
$85 – $130 / person
No booking link yetBachelorette Boat Party Package
Water · Water
$95 – $165 / person
No booking link yetEscape Room Key West
Entertainment · Indoor
$28 – $38 / person
No booking link yetPhotography Walk: Old Town Key West
Entertainment · Outdoor
$55 – $85 / person
No booking link yetWhere to Stay
Budget Guesthouse Old Town
Hotel · Booking.com
- •Affordable
- •central location
- •clean and comfortable
$99 – $179 / night
Booking link coming soonBudget Condo Near Beach
Vacation Rental · VRBO
- •Clean and simple
- •close to Smathers Beach
$110 – $190 / night
Booking link coming soonSimonton Court Historic Inn
UniqueBoutique · Booking.com
- •Historic property
- •multiple pools
- •lush gardens
$299 – $499 / night
Booking link coming soonTruman Annex Pool Home
UniqueVacation Rental · VRBO
- •Gated community
- •private pool
- •high-end finishes
$580 – $980 / night
Booking link coming soonCasa Marina Key West Resort
UniqueResort · Booking.com
- •Largest private beach in Key West
- •two pools
- •oceanfront
$499 – $899 / night
Booking link coming soonSunset Key Cottages
UniqueResort · Booking.com
- •Private island accessible by ferry
- •ultra-exclusive
$799 – $1,500 / night
Booking link coming soonThe Reach Key West Resort
UniqueResort · Booking.com
- •Natural sand beach
- •modern luxury
- •Curio Collection
$449 – $799 / night
Booking link coming soonKey West Luxury Pool Villa
UniqueVacation Rental · VRBO
- •Chef kitchen
- •private pool
- •walk to everything
$680 – $1,200 / night
Booking link coming soonStock Island Marina Village
UniqueBoutique · Booking.com
- •Working waterfront vibe
- •pool
- •boat rentals on-site
$249 – $399 / night
Booking link coming soonOld Town Party House
Vacation Rental · VRBO
- •Pool
- •walk to Duval
- •large porch for gatherings
$420 – $720 / night
Booking link coming soonDuval Street Inn Boutique
Boutique · Booking.com
- •Steps from everything
- •pool
- •Key West character
$199 – $329 / night
Booking link coming soonHouseboat Rental Key West
UniqueUnique · VRBO
- •Live on the water
- •unique experience
- •marina views
$280 – $480 / night
Booking link coming soonKey West Bed & Breakfast
Boutique · Booking.com
- •Adults-only
- •pool
- •Conch architecture
$189 – $289 / night
Booking link coming soonCaroline Street Rental Home
Vacation Rental · VRBO
- •Old Town charm
- •porch living
- •walkable to everything
$320 – $520 / night
Booking link coming soon