Key West Day Cruises

Key West Day Cruises

Cruises, Sailing & Water Tours See all

Only Show: Brunch Cruises | Catamaran Cruises | Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Glass Bottom Boat Tours | Lunch Cruises | Night Cruises | Sailing Trips | Sunset Cruises

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

5 star rating: Highly Recommended 76 Reviews

Beautiful Key West is surrounded by the sparkling blue waters of the Gulf of Mexico, making it perfect for day of fun in the sun. On the Island T’ing ...  Read more

Location: Key West, Florida
Duration: 6 hours

From USD $99.99

Key West Tall Ship and Crawl

5 star rating: Highly Recommended 1 Review

Tall Ship sailing and off Duval Street crawling that includes a hearty progressive meal of classic Key West inspired surf and turf rations as well as plenty of ...  Read more

Location: Key West, Florida
Duration: 4 hours

From USD $116.10

Hangover Cure Morning Sail

Set sail on this 2-hour sailing cruise and quickly recover from last night's fun! Enjoy the beautiful waters of Key West and relax on an authentic schooner. ...  Read more

Location: Key West, Florida
Duration: 2 hours

From USD $68.10

Bugeye Backcountry Schooner Eco Tour

5 star rating: Highly Recommended 2 Reviews

Set sail aboard our classically-styled schooner as she departs the Historic Key West Seaport for a full day of sailing and exploration through the  pristine ...  Read more

Location: Key West, Florida
Duration: 6 hours

From USD $99.99

Tall Ship Sunset Cruise in Key West

5 star rating: Highly Recommended 5 Reviews

Enjoy an exquisite 2-hour sunset sailing adventure in Key West aboard a stunning tall ship! Take in great views of Mallory Square, Sunset Pier, Sand Key Light ...  Read more

Location: Key West, Florida
Duration: 2 hours

From USD $74.99

Key West Schooner Sailing

5 star rating: Highly Recommended 4 Reviews

Take to the sea aboard an 1890s-style schooner from Key West and admire its beauty on the clear, calm Caribbean waters! As you sail through the turquoise ...  Read more

Location: Key West, Florida
Duration: 90 minutes

From USD $44.99

Key West Mimosa Cruise

Take off from Key West and spend a morning aboard a classic wooden Gatsby-era yacht! A fabulous way to start your day, this Key West morning mimosa cruise will ...  Read more

Location: Key West, Florida
Duration: 90 minutes

From USD $35.00

4-hour Custom Charter in Key West

Set sail on a private custom charter for you and your family or small group of friends. Make great memories that last a lifetime on the clear blue waters ...  Read more

Location: Key West, Florida
Duration: 4 hours

From USD $499.99
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Only Show: Brunch Cruises | Catamaran Cruises | Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Glass Bottom Boat Tours | Lunch Cruises | Night Cruises | Sailing Trips | Sunset Cruises

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