Explore the haunted streets of Key West with a private walking tour that reveals the island’s spooky past. Perfect for ghost lovers and history fans alike!
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1.5–2 hours
Fitness Level
Suitable for most fitness levels as the walking pace is slow and the distances are manageable.
Wildlife
History
Key West’s long history as a seaport and pirate haven fuels many ghost stories told on the tour.
Conservation
The tour emphasizes respect for historic sites and encourages minimal environmental impact by staying on designated paths.
Up The Keys
Explore the haunted streets of Key West with a private walking tour that reveals the island’s spooky past. Perfect for ghost lovers and history fans alike!
Up The Keys is a Key West, Florida-based tour operator featured on The Adventure Collective. The company specializes in small-group VIP day tours along the Florida Keys, offering guided road-trip style experiences that connect visitors with marine conservation, wildlife viewing, and iconic island parks.
The tour lineup includes multiple distinct experiences: Turtle Hospital Day Tour, Turtles and Deer, Aquarium Encounters Day Tour, Dolphin Research Center Day Tour, Road Trip to Islamorada’s Theater of the Sea, and a flexible Shuttle service. Trip durations range from approximately four hours to seven hours, and itineraries commonly include visits to the Turtle Hospital, the Dolphin Research Center, interactive aquariums, Bahia Honda State Park, and the National Key Deer Refuge. Picnic lunches and scenic stops along the Overseas Highway are regular features that enhance the day-trip experience.
Up The Keys advertises VIP-style attention with friendly local guides and keeps groups intentionally small and comfortable to prioritize wildlife encounters and interpretive visits. The Shuttle service provides pick-up anywhere in the Florida Keys as well as Miami and Fort Lauderdale, and the company offers a full refund for cancellations made with at least forty-eight hours' notice. Several tours operate from or are accessible to travelers arriving via Fort Lauderdale (FLL) and Miami airports. All descriptions emphasize education, conservation, and the natural beauty of the Keys, making the operator suitable for travelers seeking organized, guided day trips from Key West and South Florida. Reservation details, availability, and specific departure points are provided at the time of booking online.
Tours Offered
6
Diverse day-trip itineraries in the Keys
Tour Lengths
4–7 hours
Short and full-day VIP options
Pickup Area
Florida Keys, Miami, FLL
Pick-up across South Florida and Keys
Group Size
Small groups
Intimate, VIP-style guided experiences
Book Turtle Hospital visits, Dolphin Research Center tours, Theater of the Sea trips, or shuttle service for Key West and South Florida travel.
Wear Comfortable Shoes
The tour involves a lot of walking on uneven historic sidewalks, so sturdy, comfortable footwear is a must.
Bring a Flashlight for Evening Tours
A small flashlight can help illuminate darker paths and enhance the spooky atmosphere safely.
Stay Hydrated
Florida's humidity can be high, especially in warmer months, so bring water to stay hydrated throughout the tour.
Respect Private Properties
Many haunted sites are on private land; please follow the guide’s instructions and avoid trespassing.
Comfortable Walking Shoes
Ensures steady footing on historic cobblestone and sidewalk surfaces.
Light Jacket or Sweater
Keeps you warm during cooler evening tours in winter months.
winter
Small Flashlight
Useful for navigating dark alleyways and enhancing the haunted experience.
Reusable Water Bottle
Helps you stay hydrated in Florida’s warm and humid climate.
summer