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Things to Do in Key West

Showing 201250 of 355 activities

Florida Keys Sunset Cruise with Champagne Toast and Seafood

Florida Keys Sunset Cruise with Champagne Toast and Seafood

Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Banana Bay Resort & Marina, th

5.0(4)
From $69Book →
Private Afternoon Snorkel with Sunset Sail in Key West

Private Afternoon Snorkel with Sunset Sail in Key West

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak

5.0(4)
From $995Book →
Escape Rooms Outdoors on the Waters of Key West!

Escape Rooms Outdoors on the Waters of Key West!

Choose your adventure! Castaway, Mermaid, or Conch Quest !! Each charter is four (4) hours, with the escape game being o

5.0(4)
From $700Book →
Backcountry Half Day Fishing Key West

Backcountry Half Day Fishing Key West

Get out on the water and experience what Key West has to offer away from the bars. Beautiful waters in the backcountry,

5.0(4)
From $750Book →
Marathon: Local Sandbar Escape

Marathon: Local Sandbar Escape

Our US Coast Guard licensed captains have decades of combined excursion experience in the Middle Keys and look forward t

5.0(4)
From $119Book →
Glow And Discover, Guided Night Kayak Eco Tour in Key West

Glow And Discover, Guided Night Kayak Eco Tour in Key West

Night Kayak Key West offers a unique and immersive experience that sets it apart from typical daytime kayaking trips. Th

5.0(4)
From $90Book →
Cudjoe Key, Florida Boat Rental Services

Cudjoe Key, Florida Boat Rental Services

Enjoy the waters of the Florida Keys, don't have experience on the waters around Cudjoe Key? We have separate colored tr

5.0(4)
From $525Book →
Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music

Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music

Key West is famous for stunning sunsets, and this dinner cruise offers the perfect way to enjoy them. Savor breathtaking

4.5(4)
From $120Book →
Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in

4.5(4)
From $127Book →
Key West History Audio Guided Walking Tour

Key West History Audio Guided Walking Tour

You may have heard the island of Key West called many different things – America’s Caribbean Island, Margaritaville or T

5.0(3)
From $10Book →
Sandbar Excursions with Snorkeling and Sunset Cruises in Key West

Sandbar Excursions with Snorkeling and Sunset Cruises in Key West

Explore the beautiful waters of Key West with us, where the adventure includes snorkeling in crystal blue waters, loungi

5.0(3)
From $700Book →
Marathon Offshore Fishing Charter

Marathon Offshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in t

3.7(3)
From $1500Book →
Island Sandbar Tour Catamaran Cruise in Marathon FL

Island Sandbar Tour Catamaran Cruise in Marathon FL

Experience a classic Florida Keys sandbar adventure on a comfortable 53’ catamaran. Cruise through Boot Key Harbor and p

3.7(3)
From $130Book →
Key West After Dark, Ghost, Santeria & Voodoo Pedicab Tour

Key West After Dark, Ghost, Santeria & Voodoo Pedicab Tour

Embark on an eerie adventure through Key West's Old Town in a cozy pedicab, where the island's haunted past comes to lif

5.0(3)
From $180Book →
 Private Vacation Photoshoot with Photographer in Key West

Private Vacation Photoshoot with Photographer in Key West

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly

5.0(3)
From $164Book →
Key West Center Console Boat Rental With Sound and Seat Upgrade

Key West Center Console Boat Rental With Sound and Seat Upgrade

We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 ye

5.0(3)
From $475Book →
Maritime Village to Micro State: A Self Guided Tour of Key West

Maritime Village to Micro State: A Self Guided Tour of Key West

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But

4.7(3)
From $12Book →
Marathon: COMBO- Snorkel & Sandbar (Sombrero Reef)

Marathon: COMBO- Snorkel & Sandbar (Sombrero Reef)

THE ONLY 2 DESTINATION TRIP IN MARATHON. Snorkel at the iconic Sombrero Reef and relax at the secluded Molasses Key San

5.0(3)
From $154Book →
Hemingway's Key West Self Guided outdoor Walking Audio Tour

Hemingway's Key West Self Guided outdoor Walking Audio Tour

Want to discover Hemingway's story in Key West? This tour is outside (no tickets to the Hemingway house) See the many si

4.0(2)
From $8Book →
Key West Golf Cart Rentals Explore at Your Own Pace

Key West Golf Cart Rentals Explore at Your Own Pace

Explore the vibrant island of Key West with ease through our golf cart rentals. Perfect for couples, families & small gr

5.0(2)
From $108Book →
Six Fins Private Dolphin Safari – Dolphin Watching in Key West

Six Fins Private Dolphin Safari – Dolphin Watching in Key West

Experience a private dolphin safari in Key West, exploring the famous Dolphin Playground where wild dolphins are often s

5.0(2)
From $895Book →
Florida Keys Tour and Private Transportation service

Florida Keys Tour and Private Transportation service

Your tour/shuttle can go anywhere between For Lauderdale Florida and Key West! As you check out you'll have the chance t

5.0(2)
From $985Book →
Six Fins Key West Sandbar Charter – Swim, Snorkel & Island Escape

Six Fins Key West Sandbar Charter – Swim, Snorkel & Island Escape

Discover the “backyard” of Key West locals with our Secret Sandbars Charter—hidden gems few visitors ever see. Unlike cr

5.0(2)
From $1195Book →
Six Fins Key West 1-hour Freestyle Jet Ski Tour

Six Fins Key West 1-hour Freestyle Jet Ski Tour

Top Key West Jet Ski Rental — Your Hour, Your Way. Skip the crowds and strict routes — this 1-hour freestyle jet ski ad

5.0(2)
From $160Book →
Private Sandbar Charter & Island Escape in Key West

Private Sandbar Charter & Island Escape in Key West

Explore the crystal-clear waters and pristine sandbar islands that surround the Florida Keys. This private sandbar chart

5.0(2)
From $800Book →
Cruisin Tikis Marathon - Sunset Tiki Cruise

Cruisin Tikis Marathon - Sunset Tiki Cruise

Ready for the most beautiful 2 hours of your Florida Keys vacation? Forget crowded piers and noise—imagine yourself dri

5.0(2)
From $99Book →
Key West Odyssey: Uncover Island Secrets, Walk by Locals

Key West Odyssey: Uncover Island Secrets, Walk by Locals

Join us for an immersive walking tour of the Key West Historic District, where each step reveals captivating stories and

5.0(2)
From $49Book →
Half Day Luxury Boat Tour in Key West with Snorkeling

Half Day Luxury Boat Tour in Key West with Snorkeling

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply rel

5.0(2)
From $700Book →
38' Private Luxury Sunset Charter w. Music & Drinks, up to 13 ppl

38' Private Luxury Sunset Charter w. Music & Drinks, up to 13 ppl

Ready to explore Sunset Charter with drinks and Music? aboard a luxurious private boat charter, accommodating up to 13 g

5.0(2)
From $899Book →
6 Hours Deep Sea Fishing in Key West-45 Ft Hatteras-Cold AC

6 Hours Deep Sea Fishing in Key West-45 Ft Hatteras-Cold AC

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Le

4.5(2)
From $1350Book →
Parasailing Experience in Key West 

Parasailing Experience in Key West 

Soar up to 300ft above Key West for stunning panoramic views Enjoying a thrilling 10-15 minute parasailing experience

5.0(2)
From $100Book →
Key West Street Food Private Local Guided Tour

Key West Street Food Private Local Guided Tour

Embark on a personalized gourmet journey through the lively streets of Key West, where you'll savor a diverse range of s

3.5(2)
From $104Book →
Key West: Water Sports Adventure includes Jetski, Parasail, Snorkel & Waterpark

Key West: Water Sports Adventure includes Jetski, Parasail, Snorkel & Waterpark

A fun full day of water activities and fun. On the do it all adventure you will enjoy 12 different watersport activities

3.0(2)
From $300Book →
Southernmost Key West Historical Tour in Small Group

Southernmost Key West Historical Tour in Small Group

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in K

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From $30Book →
Kooky Key West Scavenger Hunt

Kooky Key West Scavenger Hunt

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own

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From $20Book →
Key West: 22ft Premier Pontoon Rental 115 HorsePower 10 passengers

Key West: 22ft Premier Pontoon Rental 115 HorsePower 10 passengers

Have a blast on the half day boat rental a Premier 22 foot Pontoon 115 HorsePower. The boat holds up to 10 passengers. Y

3.0(2)
From $850Book →
Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling

Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling

Key West Water Fun with Snorkeling, Sunset Cruise, Dinner, Live Music and open Bar. Enjoy a bright and early morning sn

3.0(1)
From $160Book →
Discover Scuba Diving

Discover Scuba Diving

At Southpoint Divers, we make your first dive unforgettable with small groups, expert PADI instructors, and the best gea

1.0(1)
From $269Book →
Key West Culinary and Catamaran Reef Tour Experience

Key West Culinary and Catamaran Reef Tour Experience

Explore the vibrant waters of Key West on this 4-hour dolphin watch and snorkeling tour aboard a luxurious catamaran. En

1.0(1)
From $79Book →
Sunset Cruise in the Florida Keys

Sunset Cruise in the Florida Keys

This sunset cruise offers a serene escape as you glide across calm turquoise waters during golden hour. Unlike a standar

1.0(1)
From $65Book →
2 Hour Key West Kayak Rental – Discover Mangroves & Wildlife!

2 Hour Key West Kayak Rental – Discover Mangroves & Wildlife!

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours explor

5.0(1)
From $50Book →
Sandbar Adventure Cruise in the Florida Keys

Sandbar Adventure Cruise in the Florida Keys

Discover the enchanting beauty of the Florida Keys with Island Girls Excursions. This adventure combines relaxing sandba

5.0(1)
From $85Book →
Key West Perfume Making Class: Create Your Signature Fragrance

Key West Perfume Making Class: Create Your Signature Fragrance

Create your own signature fragrance during an instructor-led class at a perfume store in Key West on Duval Street. Cra

5.0(1)
From $99Book →
Florida Keys Tiki Boat Tour Adventure

Florida Keys Tiki Boat Tour Adventure

Embark on a lively 1.5-hour Tiki Fun Cruise through the stunning Florida Keys. Glide over crystal-clear waters on an aut

5.0(1)
From $85Book →
Key West Private Charter: Tailored Snorkeling & Reef Adventure

Key West Private Charter: Tailored Snorkeling & Reef Adventure

Escape the crowded Key West tourist boats on this exclusive, private snorkeling charter tailored entirely for your group

5.0(1)
From $1195Book →
Dark Corners of Key West Private Walking Tour

Dark Corners of Key West Private Walking Tour

Join us on a 2-hour private, exclusive walking tour through the dark and untold stories of Key West. Our tour will begin

5.0(1)
From $389Book →
An Audio Guide of Key West’s Journey From Village to Micro State

An Audio Guide of Key West’s Journey From Village to Micro State

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But

4.0(1)
From $12Book →
Private Key West Fishing & Sandbar or Snorkel Charter

Private Key West Fishing & Sandbar or Snorkel Charter

1 Traveler is equivalent to reserving the entire boat. (Up to 6 Guests) Explore the vibrant waters of Key West on a ful

5.0(1)
From $875Book →
Dolphin Watch, Snorkel, Open Bar & 1 Day Hop-On Hop-Off

Dolphin Watch, Snorkel, Open Bar & 1 Day Hop-On Hop-Off

This is the best 1 day combo where you will enjoy the water and land in Key West. Get to Hop On Hop off the conch train,

5.0(1)
From $150Book →
Marathon Trifecta: Snorkel, Sandbar & Sunset Cruise

Marathon Trifecta: Snorkel, Sandbar & Sunset Cruise

Experience Marathon’s ultimate adventure with our exclusive Trifecta: reef snorkeling, sandbar relaxation, and a breatht

5.0(1)
From $169Book →