Recent Searches
Clear

Top Key West Trolley Tours

Saved to wishlist!
Dates
Select Dates
Hop on Hop Off
Hop on Hop Off
City Tours
City Tours
Sightseeing Tours
Sightseeing Tours
Night Tours
Night Tours
Shore Excursions
Shore Excursions
Cruises & Sailing
Cruises & Sailing
Ports of Call Tours
Ports of Call Tours
Ghost & Vampire Tours
Ghost & Vampire Tours
Pop Culture
Pop Culture
Likely To Sell Out
Likely To Sell Out
Sailing
Sailing
Water Tours
Water Tours
Parasailing
Parasailing
Snorkeling
Snorkeling
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Key West. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials

13 results | All Key West Tours

Sort by: Featured

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
548
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$50.35
From
$50.35

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1157
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
More
  • 2 hours
  • Free Cancellation
From
$89.95
From
$89.95

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
323
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
More
  • 1 hour
  • Free Cancellation
From
$38.80
From
$38.80

Key West Sunset Champagne Catamaran Cruise
Likely to Sell OutLikely to Sell Out

Key West Sunset Champagne Catamaran Cruise

star-4.5
336
Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$51.95
From
$51.95

Key West Shore Excursion: Key West Hop-On Hop-Off Trolley Tour

Key West Shore Excursion: Key West Hop-On Hop-Off Trolley Tour

star-4
27
When arriving at the Port of Key West, explore the best this island city has to offer on an independent, narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions—like Mallory Square, Southernmost Point, and Key West Aquarium, to name a few. With this 1-day pass, board at any of the conveniently located stops and get to know the city in customized fashion, with live onboard commentary from a professional tour conductor.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$50.35
From
$50.35

Key West Full-Day Power Adventure: Sailing & Watersports Package

Key West Full-Day Power Adventure: Sailing & Watersports Package

star-4.5
594
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
More
  • 6 hours
  • Free Cancellation
From
$209.95
From
$209.95

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1267
Ride through the streets of Old Town Key West during a leisurely bicycle tour—a perfect introduction for first-time visitors. Learn about the island's history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Pedal out to the Southernmost Point Buoy and enjoy panoramic ocean views. Plus, choose from morning or afternoon times to easily fit this tour into your schedule.
More
  • 3 hours
  • Free Cancellation
From
$49.81
From
$49.81

Island Adventure Snorkel Kayak and Tour from Key West

Island Adventure Snorkel Kayak and Tour from Key West

star-4.5
307
Get access to a remote nature sanctuary, known only to Key West locals, during this island adventure. Choose to paddleboard, kayak, snorkel, or just lounge on the sandbar and take in the natural ambiance. Snack, lunch, and use of snorkel equipment included; wine and beer available after activities.
More
  • 4 hours 30 minutes
  • Free Cancellation
From
$128.95
From
$128.95

Key West Ghost and Mysteries Guided Tour

Key West Ghost and Mysteries Guided Tour

star-4.5
814
Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$32.26
From
$32.26

Parasailing in Key West with Professional Guide

Parasailing in Key West with Professional Guide

star-4.5
144
Get a bird’s-eye view of Key West from high above the crystal blue waters of the Atlantic Ocean on this parasailing tour. Experience the thrill of flying while watching the bustling activity along the coastline and the abundance of marine life below. See dolphins, turtles, fish, and more from 300 feet in the air. Enjoy gentle, dry takeoffs and landings.
More
  • 1 hour
  • Free Cancellation
From
$89.95
From
$89.95

Key West Sunset Dinner Cruise with Tropical Buffet

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
456
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
More
  • 2 hours
  • Free Cancellation
From
$88.95
From
$88.95

Shark and Wildlife Viewing Adventure in Key West
Likely to Sell OutLikely to Sell Out

Shark and Wildlife Viewing Adventure in Key West

star-5
795
Get up close with sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.
More
  • 2 hours
  • Free Cancellation
From
$84.27
From
$84.27

Adults only Champagne Celebration Sunset Cruise from Key West
Likely to Sell OutLikely to Sell Out

Adults only Champagne Celebration Sunset Cruise from Key West

star-5
378
Escape to the still waters off the coast of Key West on this adults-only sunset champagne cruise. Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy house champagne, red or white wine, ice-cold beer, a soft drink or bottled spring water, and a gourmet cheese buffet. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
More
  • 2 hours
From
$81.40
From
$81.40

Filters

What people are saying about Trolley Tours in Key West

star-5
Key West Hop-On Hop-Off Trolley Tour
"The only way to see and tour key west. Good history lesson as you ride. Stop at Hemingway House or Butterfly Conservatory or Mallory Square. The only way to be on vacation and tour."..."
star-5
Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
"Great time with great people and beautiful views! Staff was great at keeping the drinks full! The vibe and atmosphere were fun and relaxed."..."
star-5
Key West Ghosts and Gravestones Trolley Tour
"Great tour. Very informative, the bus driver was entertaining and did a great job driving. The tour guide was knowledgeable and entertaining as well."..."
star-5
Key West Sunset Champagne Catamaran Cruise
"Best sunset view and for $50 including drinks and snacks it is a must-do for any trip to the keys!!!"..."
star-5
Key West Shore Excursion: Key West Hop-On Hop-Off Trolley Tour
"My family and I were all sick that day and were not able to do that tour at all unfortunately :( I was wondering if I could be reimbursed please?"..."
star-5
Key West Full-Day Power Adventure: Sailing & Watersports Package
"Amazing amazing amazing! Vaugh, Brandon, and Bible were an amazing crew. Could not have asked for a better way to spend the day!!"..."
star-5
Guided Bicycle Tour of Old Town Key West
"Our your guide was James and he was a very entertaining and informative tour guide. He gave us a lot of historic facts but kept the experience fun!"..."
star-5
Island Adventure Snorkel Kayak and Tour from Key West
"This was a must do trip in Key West. If you are lucky enough to get Rachel on your tour, you hit the jackpot. Such an asset to company. Very informative and super attentive to passengers."..."
star-5
Key West Ghost and Mysteries Guided Tour
"Ted did an excellent job. His stories were very interesting!! Would recommend this tour. Our first Ghost Tour. Loved it"..."
star-5
Parasailing in Key West with Professional Guide
"Everything was perfect , professional, and beautiful . Not too long either . Loved the height that we flew at"..."
star-5
Key West Sunset Dinner Cruise with Tropical Buffet
"It was fantastic. The food and entertainment were excellent. Would definitely recommend for the highlight of anyone’s key West visit"..."
star-5
Shark and Wildlife Viewing Adventure in Key West
"I read the reviews and it sounded too good to be true. However, the capt. and guide were friendly and knowledgeable. We 100% saw a shark frenzy and could take lots of photos. We also were able to see dolphins. Magical day on the water."..."
star-5
Adults only Champagne Celebration Sunset Cruise from Key West
"It was awesome, highly recommend this trip. Beautiful sunset views with wonderful people, delicious food and wonderful drinks."..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Trolley Tours in Key West?
Q:
What Trolley Tours in Key West are taking additional safety precautions?
Q:
What Trolley Tours in Key West are good for avoiding crowds?