City, Museums & Historical Tours

1 Hour | All Ages | Historic Train | Departs Downtown, Front Street Depot every ~30 mins from ~9 am–4:30 pm.

From $45.10 per adult (tax included)

The World Famous Conch Train tour focuses on the Old Town area of the island: the Hemingway House, Mallory Square, Duval Street and the Historic Seaport. Stops in Mallory Square and the Historic Seaport.

1 Day Pass | All Ages | Hop On Hop Off Trolley | Covers 100+ Key West Attractions

From $55.60 per adult (tax included)

See Key West at your own pace with unlimited trolley rides for the day. Hop on and off at top spots like Mallory Square, the Hemingway House, and the Southernmost Point while guides share local stories and hidden gems.

2 Day Pass | All Ages | Hop On Hop Off Trolley | Includes All 14 Stops Around Old Town

From $81.80 per adult (tax included)

Enjoy two full days of narrated sightseeing across Key West. Explore freely with unlimited hop-on privileges, live guides, and easy access to major landmarks, museums, and beaches.

1 Hour 30 Min | Ages 10+ | Haunted Trolley | Departs Downtown every ~30 mins from ~6:30 pm am–10 pm.

From $39.85 per adult (tax included)

Climb aboard the “Trolley of the Doomed” for a chilling ride through haunted Key West. Hear true ghost stories as you visit eerie landmarks and explore the island’s dark past.

45 Min Guided Tour | All Ages | Historic Museum | Downtown Key West

From $25.75 per adult (tax included)

Step inside President Harry S. Truman’s winter retreat. Explore the rooms where he worked, relaxed, and shaped American history in the 1940s.

All Ages | Interactive Marine Exhibit | Mallory Square

From $22.56 per adult (tax included)

Meet the underwater locals of Key West! Touch sharks and rays, feed sea turtles, and learn about coral reef conservation at Florida’s oldest aquarium.

1 Hour | All Ages | Historic Train | Departs Downtown, Front Street Depot every ~30 mins from ~9 am–4:30 pm.

From $45.10 per adult (tax included)

The World Famous Conch Train tour focuses on the Old Town area of the island: the Hemingway House, Mallory Square, Duval Street and the Historic Seaport. Stops in Mallory Square and the Historic Seaport.

1 Day Pass | All Ages | Hop On Hop Off Trolley | Includes All 13 Stops Around Old Town.

From $55.60 per adult (tax included)

See Key West at your own pace with unlimited trolley rides for the day. Hop on and off at top spots like Mallory Square, the Hemingway House, and the Southernmost Point while guides share local stories and hidden gems.

2 Day Pass | All Ages | Hop On Hop Off Trolley | Includes All 14 Stops Around Old Town.

From $81.80 per adult (tax included)

Enjoy two full days of narrated sightseeing across Key West. Explore freely with unlimited hop-on privileges, live guides, and easy access to major landmarks, museums, and beaches.

1 Hour 30 Min | Ages 10+ | Haunted Trolley | Departs Downtown every ~30 mins from ~6:30 pm am–10 pm.

From $39.85 per adult (tax included)

Climb aboard the “Trolley of the Doomed” for a chilling ride through haunted Key West. Hear true ghost stories as you visit eerie landmarks and explore the island’s dark past.

45 Min Guided Tour | All Ages | Historic Museum | Downtown Key West

From $25.75 per adult (tax included)

Step inside President Harry S. Truman’s winter retreat. Explore the rooms where he worked, relaxed, and shaped American history in the 1940s.

All Ages | Interactive Marine Exhibit | Mallory Square

From $22.56 per adult (tax included)

Meet the underwater locals of Key West! Touch sharks and rays, feed sea turtles, and learn about coral reef conservation at Florida’s oldest aquarium.

Full Day Boat Rental

  • Duration: 8 hours (Full Day)

  • Meeting Point: 5001 5th Ave, Key West, FL

  • Requirements: Driver must be 25+ with valid ID

Take charge of your own adventure with a full day on the water aboard Key West’s largest fleet of rental boats. Whether you’re cruising to remote sandbars, snorkeling hidden reefs, fishing the backcountry, or just relaxing in turquoise waters, you’ll have the freedom to explore at your own pace.

Rates

What’s Included

  • Deluxe Deck Boat – 22ft / 200 HP (up to 8 people) – $675

  • Premium Deck Boat – 20ft / 150 HP (up to 6 people) – $600

  • Premier Pontoon – 22ft / 115 HP (up to 8 people) – $575

  • Deluxe Pontoon – 22ft / 115 HP (up to 8 people) – $575

  • Contender – 21ft / 200 HP (up to 6 people) – $550

  • Key West Center Console – 250 HP (up to 6 people) – $550

  • Nautic Star – 21ft / 115 HP (up to 6 people) – $500

  • Whaler – 19ft / 115 HP (up to 6 people) – $450

  • Whaler – 15ft / 60 HP (up to 3 people) – $425

  • Lily Pad Floating Mats (Add-On) – $50

  • Access to the island’s largest fleet of pontoon, deck, and center console boats

  • Boats sized for 2–8 passengers, perfect for families, couples, or groups

  • Full safety briefing and instructions before departure

  • All required safety gear (life jackets, whistles, etc.)

  • Convenient departure from a full-service marina in Key West

Your boat, your schedule — explore Key West exactly the way you want.

Half Day Boat Rental

  • Duration: 4 hours (Full Day)

  • Meeting Point: 5001 5th Ave, Key West, FL

  • Requirements: Driver must be 25+ with valid ID

Take charge of your own adventure with a full day on the water aboard Key West’s largest fleet of rental boats. Whether you’re cruising to remote sandbars, snorkeling hidden reefs, fishing the backcountry, or just relaxing in turquoise waters, you’ll have the freedom to explore at your own pace.

Rates

What’s Included

Prices
$550Deluxe Deck Boat – 22ft / 200 HP Up to 8 People
$500Premium Deck Boat • 20ft/150HP Up to 6 People
$500Premier Pontoon 22ft/115HP Up to 8 people
$500Deluxe Pontoon – 22ft/115HP Up to 8 People
$475Contender 21ft/200 HP Up to 6 People
$450Key West Center Console: 250HP Up to 6 People
$400Nautic Star – 21ft/115HP Up to 6 people
$400Whaler – 19ft/115HP Up to 6 People
$350Whaler – 15ft/60HP Up to 3 People
$40LILY PAD FLOATING MATS Add on to any boat!
  • Access to the island’s largest fleet of pontoon, deck, and center console boats

  • Boats sized for 2–8 passengers, perfect for families, couples, or groups

  • Full safety briefing and instructions before departure

  • All required safety gear (life jackets, whistles, etc.)

  • Convenient departure from a full-service marina in Key West

Your boat, your schedule — explore Key West exactly the way you want.

Custom Charter - Half Day

  • Duration: 4 hours (Half Day)

  • Departure: 5001 5th Ave, Key West

  • Requirements: Driver must be 25+ with valid ID

Take the helm and design your own Key West adventure with the island’s largest fleet of rental boats. Perfect for exploring sandbars, fishing the backcountry, snorkeling hidden reefs, or just cruising the turquoise waters, these rentals give you the freedom to make the day your own.

Rates

What’s Included

  • Deluxe Deck Boat – 22ft / 200 HP (up to 8 people) – $550

  • Premium Deck Boat – 20ft / 150 HP (up to 6 people) – $500

  • Premier Pontoon – 22ft / 115 HP (up to 8 people) – $500

  • Deluxe Pontoon – 22ft / 115 HP (up to 8 people) – $500

  • Contender – 21ft / 200 HP (up to 6 people) – $475

  • Key West Center Console – 250 HP (up to 6 people) – $450

  • Nautic Star – 21ft / 115 HP (up to 6 people) – $400

  • Whaler – 19ft / 115 HP (up to 6 people) – $400

  • Whaler – 15ft / 60 HP (up to 3 people) – $350

  • Lily Pad Floating Mats (add-on) – $40

  • Access to Key West’s largest fleet of pontoon, deck, and center console boats

  • Boats accommodating 2–8 passengers (great for couples, families, or groups)

  • Full safety briefing and operating instructions before departure

  • All required safety gear (life jackets, whistles, etc.)

  • Convenient departure from the full-service Sunset Watersports Marina

Unwind & Have an Island Day – local Style