What to do and see in Key West, Florida (FL): The Best Things to do Good for Big Groups

March 30, 2022 Trinity Boughner

Does time ever pass in the Florida Keys? Everyone and everything in Key West seems to go at its own pace, right down to the ice melting slooooowly in your margarita glass. Of course, it’s not all limes and leisure – Key West is known as the “Winter White House” because of its appeal to visiting U.S. presidents, and the island has been home to literary greats like Ernest Hemingway and Tennessee Williams. The diving here is phenomenal, as is the kid-friendly Florida Keys Eco-Discovery Center.
Restaurants in Key West

1. Danger Charters

Excellent
92%
Good
5%
Satisfactory
1%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 5,355 reviews

Danger Charters

When you sail with Danger Charters, you sail to another world and time; to a place where the wildlife is still "wild" and your interaction with nature is intimate and authentic. You feel as if you've stepped back in time, back to the days when the Florida Keys backcountry was home to traditional, shallow-draft sailing craft, captained by local water men who had grown up sailing and navigating the notorious shallows and challenging narrow channels of the Florida Keys.

2. The Schooner Hindu, Hindu Charters

Excellent
98%
Good
1%
Satisfactory
0%
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0%
Terrible
1%
Overall Ratings

5.0 based on 369 reviews

The Schooner Hindu, Hindu Charters

The Schooner Hindu operates in Key West waters from Nov to June The Schooner Hindu operates in Provincetown Ma, from July to Sep TRIPS: 1pm-3pm, 3:pm-5:30pm and a Sunset sail 6:45-8:45 Tickets can be purchased on are website or by calling are booking number.

3. Catamaran Echo

Excellent
91%
Good
6%
Satisfactory
2%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 1,712 reviews

Catamaran Echo

Wild Dolphin & Shallow Water Snorkel day trips - Champagne Celebration Sunset Sailing - Private Charters too! It's always upscale on this beautiful 28 seat sailing catamaran because of quality controls, and limiting public day and sunset trips to only 10 passengers max for healthy social distancing onboard. On the Wild Dolphin Sail and Shallow Snorkel trips, explore reefs, wrecks and giant sponge gardens (wherever it's best) and enjoy some great Sailing too. Every day they visit the local Wild Dolphins in their natural habitat. Top quality snacks, fruit, soft drinks, beers and wines are always included free on Catamaran Echo. The adults only Champagne Celebration Sunset Cruise includes only the best of the best served on the water - Chandon Champagne, 7 premium Wines, 3 top Beers and our famous Gourmet Cheese Buffet. Even better - Moet & Chandon Champagnes are available as an upgrade, and at wholesale prices. You deserve to be served the best, while sailing into the Key West sunset.

4. Schooner Spirit of Independence

Excellent
98%
Good
1%
Satisfactory
0%
Poor
0%
Terrible
1%
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5.0 based on 661 reviews

Schooner Spirit of Independence

We're sailing out of Key West bringing a lifetime of History and Adventure aboard. The focus will be a fun safe unforgettable sail. Sail Key West with us on a ship builder's masterpiece the Spirit of Independence. Sunset Sails, also available for special events.

5. Historic Harbor Tours Key West

Excellent
97%
Good
3%
Satisfactory
0%
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5.0 based on 315 reviews

Historic Harbor Tours Key West

Historic Harbor Tours Key West is the Premier narrated harbor tour in Key west. We provide an in-depth history tour of the island of Key West's unique naval and maritime background in a convenient 1.5 hour cruise.Relax on our cushions and our spacious vessel and enjoy our craft beer selection. We also offer custom charters for private events like weddings!

6. Floridays

Excellent
94%
Good
3%
Satisfactory
1%
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Terrible
2%
Overall Ratings

5.0 based on 874 reviews

Floridays

Floridays is a beautiful 54' sailing yacht in Key West, Florida offering morning breakfast sails, daily snorkeling trips to the reef and champagne sunset sails. Our experienced captains and crew along with our limited passenger count will assure you of a unique and delightful trip. Avoid the crowds, come sail with us! All snorkeling gear is provided for the reef trips and complimentary beverages are served while on board including water, sodas, craft beer, white wine, margaritas and of course champagne for the sunset sail. Floridays is also available for private charter for your wedding, group activity or just an individual family day on the water. Before booking, please call for more information including seasonal interruptions, trip availability and weather conditions.

7. Lazy Dog Adventures

Excellent
89%
Good
9%
Satisfactory
2%
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0%
Terrible
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5.0 based on 1,703 reviews

Lazy Dog Adventures

We have kayak and stand up paddleboard tours and rentals and back country boat tours all led by our experienced guides and staff. Let us help you explore the quiet side of Key West. We're surrounded by warm, shallow waters. You can glide over sea grass beds and in and out of a protected mangrove eco-system. An abundance of fish and birds surround us!

8. Key West Extreme Adventures Shark Tours

Excellent
94%
Good
5%
Satisfactory
1%
Poor
0%
Terrible
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Overall Ratings

5.0 based on 810 reviews

Key West Extreme Adventures Shark Tours

Enjoy a shark and wildlife eco-tour in Key West aboard the custom built eco-adventure vessel 'Tiger Cat'. You'll cruise to the pristine backcountry waters for two hours of shark and wildlife viewing. A scent is deployed to attract these apex predators right next to the boat. In these calm waters you will see a variety of wildlife, turtles, stingrays, birds and dolphins. Local wildlife experts conduct the tour. Our success rate for seeing sharks is 99%. Our success rate for seeing Dolphin is 90%. As for the other wildlife, it's different every trip. This is a safe and exciting adventure for all ages.

9. Key Lime Bike Tours

Excellent
94%
Good
5%
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1%
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Overall Ratings

5.0 based on 1,707 reviews

Key Lime Bike Tours

Upon arrival at the bike shop, you will be fitted with your bicycle and begin your approximately three-hour pedal through town. The bikes are single speed beach cruiser type, with coaster (backpedal) and not hand brakes. Everyone has a basket for belongings and a large bottle of water. Stops include Mallory Square, Ernest Hemingway’s home, the Southernmost Point, and many others. At the end of the tour you’ll get Key West’s iconic desert, Key Lime Pie.

10. Waterfront Playhouse

407 Wall Street Mallory Square, Key West, FL 33040 +1 305-294-5015 [email protected] http://www.waterfrontplayhouse.org
Excellent
87%
Good
9%
Satisfactory
2%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 259 reviews

Waterfront Playhouse

Named "The Best Professional Theater in Florida" (Florida Monthly Magazine), The Waterfront Playhouse is a not-for-profit, professional theater located on historic Mallory Square in Old Town Key West that attracts locals and tourists alike with a wide range of comedies, dramas, musicals, concerts, and world premieres. Celebrating 81 years of presenting the very best in live theater, check our website for season announcements and events.Join us for an exciting evening of theater in Paradise. When the sun sets, the curtain rises at The Waterfront Playhouse.

Reviewed By 988rebab

The secret of Key West is really the home town comfort behind the crowds and sights and sounds of Duval Street and the bar scene. Its the beaches, the bars, the people and yes, the local theater. If you haven't been to a play at the Waterfront Playhouse, you are missing out on the heartbeat of Key West.

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