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Mallory Square

Key West, Florida

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Dec 21 ~ Dec 27
Destination
Key West
Landmarks
Mallory Square
There are tons of things to do in Key West and Mallory Square is the most popular spot for those looking to enjoy a great Key West sunset. Home to some of the best attractions and entertainment in Key West, it’s a must-visit if you come to Key West.

Featured Activities Near Mallory Square

Downtown Parasailing Adventure
 71
Downtown Parasailing Adventure
(2)
1 Hr.
Champagne Sunset Catamaran Cruise
 60
Champagne Sunset Catamaran Cruise
(101)
1.5 Hrs.
Southernmost Sunset Sail with Bar and Hors d’Oeuvres
 80
Southernmost Sunset Sail with Bar and Hors d’Oeuvres
(211)
2 Hrs.
Key West Jet Ski Tour
183 170
Key West Jet Ski Tour
Newly added
1.5 Hrs.

Mallory Square Visitors Guide

Mallory Square is located on the Key West Harbor waterfront and has been the hub of many activities and major events. Mallory Square was used as a base by Union and Confederate forces during the American Civil War. Ranked #5 on “the Best Things to do In Key West” by U.S. News & World Report, Mallory Square is one of the most popular destinations in Florida, and for good reasons. It’s home to countless wonderful restaurants and shops, and is heralded as one of the best things to do in Key West.

There are many street performers in Mallory Square who perform each day. The performers include magicians, acrobats, and other entertainers. Mallory Square is best known for its incredible sunsets, which can be seen directly from the square itself. The Sunset Celebration is held at the square every day, where you can watch the sunset over the water.

You can also find snorkeling in Key West and sailing tours in Key West that launch from popular and centrally-located Mallory Square.

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Things to do Near Mallory Square

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Dec 21 - Dec 27
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Triple Combo Snorkeling, Dolphin, and Sunset Cruise

78 ratings
3 Hrs.
This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their natural habitat, snorkel at a tropical reef, and last but not least witness the famous Key West sunset! This action-packed, three-for-one adventure is sure to yield magic and memories to last a lifetime. Book now!
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Key West Day Trip & Snorkeling Adventure

6 ratings
15 Hrs.
Take a journey south to explore with this Key West Day Trip and Snorkeling Tour departing from either Miami or Ft. Lauderdale, your choice. Venture out on a comfortable state-of-the-art bus, you will cross 42 bridges and hop 32 islands to reach beautiful Key West. Cruise the tropical water on a catamaran and snorkel the tropical reefs, then strike out on your own to discover what makes Key West such a unique and enchanting city. The magic of Key West is waiting for you, book your day trip today!
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Private Snorkel and Sunset Sail Excursion

1 rating
4 Hrs.
Climb aboard and set out on a private snorkel and sunset sail in Key West, Florida. You'll get the best of both worlds as you glide across the water in classic sailboat before jumping in magical blue waters to snorkel and explore the underwater ecosystems off the coast of Key West. Then wrap it all up with a world famous Key West sunset. The perfect way to spend time with friends and family, book your private snorkel and sunset sail today.
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Key West Sunset Snorkel Cruise

60 ratings
3 Hrs.
Treat yourself to an evening of incredible snorkeling, delicious drinks, and groovy melodies on the Miss Valyn Catamaran. A twilight experience unlike any other, this is your opportunity to enjoy the nightlife while having the option to plunge into the depths by Florida's best reef! Take in the fleeting Key West sunset while indulging in an ambiance that only the cat delivers. Enjoy reef snorkeling, draft beer & wine on this snorkeling experience. Book your spot today!
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Schooner Champagne Sunset Sail

11 ratings
2 Hrs.
Come along on this Champagne Sunset Sail and step into luxury in Key West, Florida. Sip, relax, and unwind aboard a gorgeous wooden schooner. Enjoy your authentic sailing experience as you cruise the crystalline water to landmark sites while sampling a wide variety of complimentary drinks. Come toast to an idyllic Key West sunset on the schooner cruise that is sure to become your favorite new Key West tradition. Book yours today!
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Live Music Sunset Cruise with Cocktails Included

85 ratings
2 Hrs.
Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West, Florida. Experience some of Key West’s best musicians as you dance to the backdrop of a gorgeous, tropical sunset. Eat, drink, and be merry aboard a spacious and comfortable catamaran and take in all of the stunning sights and sounds. For an evening you'll want to last forever, set sail on this Live Music Sunset Cruise! Book your experience today!
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Downtown Parasailing Adventure

2 ratings
1 Hr.
If you are looking for something exciting to do over downtown Key West, then this is the adventure for you. Parasail the blue skies over Key West's eclectic and colorful downtown and see everything from 300 feet in the air! One of the most extreme and stunning activities around, so take in the scenery, look below for mesmerizing marine wildlife, or simply enjoy the salty ocean air as you soar. So what are you waiting for? Book today!
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Champagne Sunset Catamaran Cruise

101 ratings
1.5 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted sunset fade into dark as the stars give an encore unlike any other. Stretch out and enjoy a pampering of complimentary drinks with family or a special someone. Come feel the ocean breeze blow through your hair and dance across your skin as the sun sets over Key West, book your Champagne Sunset Sail today!
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Beach Pass Watersports Package with Parasailing

1 rating
8 Hrs.
Enjoy everything Smathers Beach has to offer with this Beach Pass Watersports Package with Parasailing. Capture the magic of Smathers Beach with this all-day Ultimate Beach Pass. Jump on a paddleboard, kayak or hobie cat and explore the coast. Cruise through the crystal clear waters as you explore the largest beach in Key West. This pass includes your choice of a parasailing ride or chair & umbrella. A tremendous value and a great idea for groups, get your Beach Pass and get out on the water today!
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4 Hour Private Sandbar Cruise on a Tiki Bar Boat

Be the first to review!
4 Hrs.
Climb aboard a floating tiki bar boat for a truly unique Key West private sandbar experience on a Tiki Bar Boat. Enjoy a seat at the bar as you journey the sparkling turquoise water on your way to the backcountry sandbars. Enjoy swimming and fun in the tropical sun at local hotspots as you float the day away. This custom 20 foot tiki bar catamaran features a private bathroom, Bluetooth stereo, and flatscreen tv. Don't miss the boat, book your Private Sandbar Cruise on a Tiki Bar Boat today!
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Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas

39 ratings
3 Hrs.
Embark on an unforgettable snorkeling adventure to explore Florida's best reef aboard the Sandie Cat, Key West’s newest and fastest catamaran. Spend less time traveling and more time in the crystal-clear waters. Enjoy a complimentary breakfast, unlimited mimosas (mango, strawberry, and orange), and draft beer during this all-inclusive experience. Join the crew for a true Key West experience with family and friends. Reserve your spot today!
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Booked 5 times in last 48 hrs
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Java Cat Sail, Kayak, & Snorkel Half Day Eco Tour

1 rating
4 Hrs.
Experience the unbridled beauty of the Keys' on this Java-Cat Sail, Kayak and Snorkel Eco Tour in Key West. You'll appreciate this thoughtful and fun adventure, as you retreat from the crowds and escape on a catamaran sailing adventure. Immerse yourself as you snorkel in the tropical water teeming with life and kayak through lush mangrove islands. If you want an all-inclusive, authentic, and immersive Key West experience, then this is the eco tour for you! Book now!
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Sunset Sip and Sail with Open Bar and Live Music

53 ratings
2 Hrs.
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this nightlife experience. You can dance the night away to live music while you sail the calm waters. Enjoy the best seat in the house with all of the good time essentials like draft beer, live music, open well bar, and appetizers. Book your spot now!
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Key West Day Trip from Miami or Ft. Lauderdale

1 rating
15 Hrs.
Escape to a tropical paradise on this Day Trip to Key West from Miami or Ft. Lauderdale. Hop aboard your motorcoach and enjoy the scenic drive along the coast and over miles of wonderful bridges to the southernmost city of Key West. Get the chance to journey through the streets exploring all the local shops and restaurants. If it's the light Caribbean breeze you seek, then book your day trip to Key West now!
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Key West Articles & Travel Tips

Keeping You Informed
More Key West Articles
What do Locals do in Key West?October 9th, 2023
What do Locals do in Key West?
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The Best Florida Keys Watersports - 11 Tours You Must Experience!October 9th, 2023
The Best Florida Keys Watersports - 11 Tours You Must Experience!
Key West, FL
Complete Key West Boat Guide (Boaters Info, Rentals, Tours, & More)October 9th, 2023
Complete Key West Boat Guide (Boaters Info, Rentals, Tours, & More)
Key West, FL
What Fish are Biting in Key West? [& How to Catch Them]October 9th, 2023
What Fish are Biting in Key West? [& How to Catch Them]
Key West, FL

Frequently Asked Questions

1. Is Mallory Square free?

Yes. Admission to Mallory Square is free.

2. What happens at Mallory Square?

There is a nightly Mallory Square Sunset Celebration that happens 2 hours before sunset. You will be able to see local artists, magicians, street performers, and more.

3. What can visitors do at Mallory Square?

Mallory Square offers plenty to do. You can watch a variety of entertainment, eat at tasty eateries, and go shopping.

4. Is Mallory Square in Old Town?

Mallory Square is adjacent to the cruise ship port, on Key West’s historic Old Town waterfront.

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