Key West Cruises, Sailing & Water Tours

Key West Cruises, Sailing & Water Tours

Cruises, Sailing & Water Tours

Only Show: Day Cruises | Dolphin & Whale Watching | Night Cruises | Sailing Trips | Sunset Cruises

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Dry Tortugas National Park Day Trip by Catamaran

4.5 star rating: Recommended 4 Reviews

Location: Key West, Florida
Duration: 10 hours (approx.)

From USD $178.99

Key West Island T'ing: Sail, Snorkel and Kayak Adventure

5 star rating: Highly Recommended 34 Reviews

Location: Key West, Florida
Duration: 6 hours (approx.)

From USD $99.99
$106.43 Save $6.44

Key West Dolphin Watch and Snorkel Cruise

5 star rating: Highly Recommended 19 Reviews

Location: Key West, Florida
Duration: 3 hours (approx.)

From USD $67.59

Shipwreck Snorkel and Wild Dolphin Encounter

4.5 star rating: Recommended 20 Reviews

Location: Key West, Florida
Duration: 4 hours (approx.)

From USD $95.59

Champagne Celebration Sunset Cruise

5 star rating: Highly Recommended 51 Reviews

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $79.49

Key West Glass-Bottom Boat Tour with Sunset Option

4.5 star rating: Recommended 13 Reviews

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $46.39

Key West Schooner Champagne Sunset Sail

5 star rating: Highly Recommended 11 Reviews

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $63.39
$63.43 Save $0.04

Key West Shark and Wildlife Catamaran Tour

5 star rating: Highly Recommended 17 Reviews

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $78.99

Key West Sunset Champagne and Appetizers Cruise

5 star rating: Highly Recommended 3 Reviews

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $63.39
$74.18 Save $10.79

Key West Sunset Champagne Cruise

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $38.69
$41.93 Save $3.24

Morning and Afternoon Half Day Cruise

5 star rating: Highly Recommended 4 Reviews

Location: Key West, Florida
Duration: 4 hours 30 minutes (approx.)

From USD $85.99

Snorkel Sunset Combo by Private Charter

Location: Key West, Florida
Duration: 4 hours (approx.)

From USD $594.99

Premium Full Day Excursion in Key West

Location: Key West, Florida
Duration: 6 hours 30 minutes (approx.)

From USD $118.25

4-hour Custom Charter in Key West

Location: Key West, Florida
Duration: 4 hours (approx.)

From USD $499.99

Key West Schooner Sail and Reef Snorkel with Lunch

3.5 star rating: Worth doing 6 Reviews

Location: Key West, Florida
Duration: 5 hours (approx.)

From USD $73.99

Sunset Sail Private Charter

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $394.99

Key West Shore Excursion: Shipwreck Snorkel and Wild Dolphin Encounter

Location: Key West, Florida
Duration: 4 hours (approx.)

From USD $95.59

Exclusive 4th of July Sunset and Fireworks Cruise from Key West

Location: Key West, Florida
Duration: 2 hours 15 minutes (approx.)

From USD $134.39

Wind and Wine Sunset Sail

5 star rating: Highly Recommended 7 Reviews

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $86.00

Schooner When And If Sunset Sail

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $79.00

Day Sail in Key West by Private Charter

Location: Key West, Florida
Duration: Flexible

From USD $294.99
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Only Show: Day Cruises | Dolphin & Whale Watching | Night Cruises | Sailing Trips | Sunset Cruises

Insider's Guide to Key West

Major attractions, tips and our top things to see and do.

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