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Home/USA/Florida/Key West/Mallory Square

Best Mallory Square Tours & Key West Sunset Cruises

Discover the heart of Key West at Mallory Square, the ultimate destination for breathtaking sunsets and vibrant island life. Immerse yourself in unforgettable Key West experiences, from relaxing nature cruises and scenic boat tours to guided sunset sails that capture the magic of the Gulf. Whether you are looking for a romantic evening on the water or a lively group tour, Mallory Square offers the perfect blend of relaxation and adventure. Book your top-rated Key West excursions today and witness the world-famous sunsets that make this tropical paradise a must-visit attraction for every traveler.

4.78/5 avg ratingFrom $37.84 per person5 unique tour optionsInstant booking available

At a glance

Tour Price

Tour Price

$60–$116 typical

Full range spans $38–$579

Rating

Rating

4.78★ average

Based on 65 pooled reviews

Tour Length

Tour Length

1.5 hours median

Typically ranges from 54 minutes to 2 hours

Activity Type

Activity Type

Cruise and Sailing

80% of available tour options

Booking Tip

Booking Tip

Book in advance

20% of tours are likely to sell out

Common Inclusions

Common Inclusions

Drinks and guides

Included in 60% of options

6 Products

Old Town Trolley Tours: Key West Hop-on Hop-off Bus Tour

Old Town Trolley Tours: Key West Hop-on Hop-off Bus Tour

Eco-Friendly
4.9 (31 reviews)
Headout
$56
Book now
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Old Town Trolley Tours: Key West Hop-on Hop-off Bus Tour
Summary

Board the trolley and discover Key West's sun-soaked streets over 1 or 2 days, from the famous Southernmost Point to quaint Old Town lanes. Travel through 13 stops with trolleys arriving every 30 minutes, giving you the freedom to explore at your own pace and revisit favorite sights. Enhance you...

Inclusions
  • - 1 or 2-day unlimited hop-on hop-off trolley tour
  • - Live narration in English
  • - 2 free guided walking tours
  • - Free admission to the Sails to Rails Museum
  • - Discount coupons worth up to $50
Key West: Schooner Day Sail with Onboard Bar

Key West: Schooner Day Sail with Onboard Bar

1.5 hrs
4.84 (13 reviews)
GetYourGuide
$79
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Key West: Schooner Day Sail with Onboard Bar
Summary

Experience the finest sailing the Florida Keys has to offer on Key West's most elegant sailboat, Schooner America. Enjoy views of Fort Zachary Taylor, Mallory Square, Sunset Pier, and more.

Private Key West Sunset Sail

Private Key West Sunset Sail

2 hrsPrivate tourLikely to sell out
4.71 (52 reviews)
90.99%
9.01%
greatsunsetsail
Viator
$695
Book now
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Private Key West Sunset Sail
Summary

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for the perfect Key West sunset sail Peaceful, private and exclusive! You...

Inclusions
  • Light refreshments
  • Captain and mate
  • Soft drinks
  • Private cruise
Exclusions
  • Hotel pickup and drop-off
Itinerary
  • Mallory Square
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Infants are required to sit on an adult’s lap, Suitable for all physical fitness levels, Children must be accompanied by an adult, Pricing is per boat/charter, Private Charter Capacities Vary by Boat. 6, 12 or Up to 32 Guests
Cancellation Policy

All sales are final. No refund is available for cancellations.

Key West: Key Lime Pie Show with Recipe Card & Tasting

Key West: Key Lime Pie Show with Recipe Card & Tasting

30 mins
5 (3 reviews)
GetYourGuide
$32
Book now
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Key West: Key Lime Pie Show with Recipe Card & Tasting
Summary

Join the Key West Cooking Show for a 30-minute session on making Key lime pie. Learn the secrets, get a recipe card, and enjoy a slice of pie in Mallory Square.

Classic Day Sail Aboard Schooner America 2.0

Classic Day Sail Aboard Schooner America 2.0

1.5 hrsFree cancellation
0
Tiqets
$60
Book now
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Classic Day Sail Aboard Schooner America 2.0
Summary

Sail aboard the Schooner America 2.0, a 105-foot vessel inspired by the first winner of the 1851 America's Cup Race. Navigate the waters around Key West, observing its marine environment and possibly spotting dolphins alongside. The schooner's build incorporates teak and mahogany elements, with benc...

Inclusions
  • Schooner day sail
  • Soda, juice, and water
Exclusions
  • Food
  • Snacks
  • Alcoholic drinks
  • Tip
Cancellation Policy

Free cancellation up to 24 hours before the start time.”

Key West: Champagne Sunset Sail on Schooner America 2.0

Key West: Champagne Sunset Sail on Schooner America 2.0

2 hrsFree cancellation
0
Tiqets
$116
Book now
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Key West: Champagne Sunset Sail on Schooner America 2.0
Summary

Sail aboard Key West's schooner, America 2.0, a vessel inspired by the design of its 1851 namesake. Watch the changing colors of the sky as it navigates through the waters of the Florida Keys. The schooner features spacious decks and is equipped for comfort. During the cruise, beverages and light sn...

Inclusions
  • 2-hour sunset sail
  • Champagne
  • Wine
  • Beer
  • Soft drinks
  • Water
  • Appetizers
  • Guide
Exclusions
  • Cocktails
  • Tips
Cancellation Policy

Free cancellation up to 24 hours before the start time.”

Pairs well with

Landmarks travelers visit on the same route as Mallory Square.

Key West Aquarium
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Key West Aquarium

100 m away ‱ from $15

Key West Shipwreck Treasure Museum
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Key West Shipwreck Treasure Museum

150 m away ‱ from $12

Mel Fisher Maritime Museum
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Mel Fisher Maritime Museum

250 m away ‱ from $12

Duval Street
Learn more

Duval Street

250 m away ‱ from $8

Key West Jet Ski TourKey West Sunset SailKey West Reef SnorkelKey West Food TourKey West Ghost TourKey West Sandbar CharterFlorida Keys Backcountry Eco TourKey West Dolphin WatchingKey West Cocktail CrawlKey West Pub CrawlTruman Little White House TourKey West Aquarium