Key West Sightseeing Tours & Cruises

32 experiences to discover

City & Sightseeing Tours Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Private & Custom Tours Walking & Biking Tours

Explore the best sightseeing tours & cruises tours and activities in Key West. Our unbiased ratings help you find the perfect experiences for your trip.

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4.73

Key West Haunted Night Sail on Schooner America 2.0

From $88

Sail into the mysterious waters of Key West

In-person guide sharing haunted ghost stories

4.65

Key West History and Culture Walking Tour

From $40

Walk through Key West with a local guide

Local Guide

4.59

Key West Sandbar Cruise with Lunch and Open Bar

$140-$151

Cruise through Key West's backcountry

Cruise

4.58

Key West Private Charter Sandbar Adventure

From $751

Savor a private charter tailored for you

Cheese and peanut butter crackers, rice krispies

4.58

Key West Sandbar Boat Tour and Swimming Excursion

$600-$661

Cruise through scenic mangrove trails

Guide

4.56

Key West Hemingway Experience

From $185

Explore Hemingway's Key West home

Ticketed entry into Hemingway's Home and Museum

4.56

Key West Private Sunset Cruise

$350-$400

Savor a private boat experience

2020 Pioneer Islander boat

4.56

Key West Schooner Sail with Drinks 1.5 hr

From $73

Sail on the elegant Schooner America 2.0

1.5-hour coastal sailing tour

4.54

Key West Professional Vacation Photoshoot

$223-$269

Capture the beauty of Key West with a pro

Delivered via online gallery in 4-5 working days (M-F)

4.54

Key West Florida Keys Aquarium Day Tour

$169-$182

Discover the Florida Keys with a local guide

Hotel pickup and drop-off

4.52

Key West Self-Guided Audio Tour

From $12

Discover the Conch Republic's quirky history

Audio Guide

4.52

Key West Sandbar Safari Tiki Boat Cruise

From $119

Cruise on a unique tiki boat

Soda/Pop