Key West Sightseeing Tours & Cruises

22 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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4.66

Key West Schooner Sunset Sail with Drinks

From $116

Sail into a breathtaking Key West sunset

Sailboat tour

4.6

Key West History and Culture Walking Tour

From $40

Explore Key West with a local guide

Local Guide

4.58

Key West Sunset Sail with Wine and Hors d'oeuvres

From $134

Sail into the vibrant Key West sunset

Premium wine and cold beer

4.56

Key West Schooner Sail with Drinks 1.5 hr

$65-$73

Sail aboard the elegant Schooner America 2.0

1.5-hour coastal sailing tour

4.56

Key West Sandbar Cruise with Lunch and Open Bar

$140-$151

Cruise through Key West's backcountry

Paddle boards, lily pad mat, personal floats, water toys

4.56

Key West Private Charter Sandbar Adventure

$665-$751

Experience a private charter tailored for you

Cheese and peanut butter crackers, rice krispies

4.55

Key West Sandbar Safari Tiki Cruise

$99-$119

Cruise on a unique tiki boat

Soda/Pop

4.55

Key West Sandbar Cruise with Lunch and Open Bar

$129-$151

Travel on a new vessel with cushioned seating

Paddle boards, Lily Pad Mat, Personal Floats, Water Toys

4.54

Key West Audio Tour: Seaside Village to Micro State 2 hr

From $12

Explore Key West's rich history

VoiceMap Audio Tour App

4.54

Key West Professional Photoshoot

$129-$149

Capture stunning Key West moments

1 hour photoshoot: 45 edited photographs

4.54

Florida Keys Aquarium Encounters Day Tour

$142-$149

Discover the vibrant marine life of the Florida Keys

Picnic lunch

4.53

Key West Haunted Schooner Night Sail

From $88

Sail into mysterious Key West waters

90-minute night cruise aboard Schooner America 2.0