Discover the history of Key West aboard a charming trolley, visiting iconic landmarks like the Truman White House and Shipwreck Museum. Enjoy flexible touring with engaging stories and scenic views—perfect for history buffs and casual visitors alike.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
4-6 hours
Fitness Level
Suitable for all fitness levels, minimal walking required at each stop
Wildlife
History
Key West became a strategic maritime hub in the 19th century, thriving on shipwreck salvage and commerce.
Conservation
Efforts in the area focus on preserving historic sites and protecting coastal ecosystems from overdevelopment.
Adventures Key West
Discover the history of Key West aboard a charming trolley, visiting iconic landmarks like the Truman White House and Shipwreck Museum. Enjoy flexible touring with engaging stories and scenic views—perfect for history buffs and casual visitors alike.
Adventures Key West is a Key West–based tour and rental operator featured on The Adventure Collective. The company offers a wide selection of island experiences including hop-on, hop-off Historical History Trolley service (9 am to 4:30 pm) bundled with museum access, hands-on cocktail classes, and cooking demo classes led by expert chefs focused on Conch Cuisine.
Rentals include Cannondale Treadwell bicycle rentals, deluxe scooter rentals, 4- and 6-passenger golf cart rentals, and jet ski tours. On-water options range from luxury yacht charters and private snorkel or sandbar charters to luxury catamaran sunset sails, schooner sails, a dinner-and-drinks sunset cruise, party cruises, and reef snorkel trips. Adventures Key West also lists semi-private shared charters and the Craig Cat Tour.
The business provides both rental equipment and curated experiences that let travelers explore Key West’s beaches, historic sites, and marine environment. Equipment details include Cannondale Treadwell bikes for comfortable island riding. The Historical History Trolley allows flexible exploration of landmarks like the Truman Little White House and the ShipWreck Museum. Sunset and water charters offer buffet or appetizer options and open-bar or premium beverage selections as described by each trip.
As a featured operator on The Adventure Collective, Adventures Key West’s offerings are presented alongside clear trip summaries and booking options. Visitors seeking island rentals, culinary classes, guided sunset sails, or private snorkel charters can find descriptive listings and schedules through the featured platform. Booking details, availability, and pricing are listed on the Adventures Key West profiles on booking platforms.
Location
Key West, FL
Located in the Florida Keys
Trolley Hours
9 AM–4:30 PM
Hop-on, hop-off service hours
Rentals Available
Bikes, Scooters, Golf Carts, Jet Skis
Self-guided island exploration
Water Tours
Yacht, Catamaran, Schooner, Snorkel
Private and group charters
Select trolley passes, rentals, classes, or a sunset charter and book through listings featured on The Adventure Collective.
Arrive early for popular stops
Getting to key attractions early helps avoid crowds and ensures ample time for exploration.
Bring a hat and sunscreen
Protect yourself from sun exposure during outdoor stops, especially in summer.
Wear comfortable shoes
Many stops involve walking, so comfortable footwear is recommended.
Check the schedule in advance
Review the trolley timetable to plan your day efficiently.
Sun protection
A hat, sunglasses, and sunscreen help keep you comfortable during outdoor sightseeing.
spring|summer|fall|winter
Water bottle
Stay hydrated throughout your outing by carrying water.
spring|summer|fall|winter
Camera or smartphone
Capture memorable moments of historic landmarks and scenic views.
Comfortable walking shoes
Essential for walking between stops and exploring at your own pace.