Day Trips & Excursions

Key West

Florida

Featured Day Trips & Excursions in Key West

An eclectic artists community, Key West is the perfect spot to relax, and take-in South Florida vibes. Many of the top things to do in Key West involve the picturesque coastline. This includes sunset cruises, dolphin tours, and deep sea fishing excursions. Explore the exotic reefs while scuba diving, or simply stick to the shore for pristine beaches and some old-Florida culture. There is something for everyone in Key West and the Florida Keys.

Miami

Get ready to explore the southernmost city in America on a Key West Day Trip with Glass Bottom Boat Ride from Miami or Ft. Lauderdale. You will cross 42 bridges and hop 32 islands on a comfortable bus on your journey to reach beautiful Key West. Head out on your own to discover what makes Key West such a unique and enchanting city, then cruise the tropical waters with a glass-bottom boat ride. This is your chance to make memories of a lifetime. The magic of Key West is waiting for you, so book your day trip today!

Key West Day Trip with Glass Bottom Boat Ride

Get ready to explore the southernmost city in America on a Key West Day Trip with Glass Bottom Boat Ride from Miami or...

Gray Line Miami

Take a journey from Miami, across the Overseas Highway, to beautiful Key West on a day trip from Miami. Hop on a luxury bus where you'll enjoy spectacular views as your expert tour guide educates and entertains you as you head south, then enjoy hours of free time exploring Key West and visiting you its landmarks and hotspots. Get your seat on the hottest ride to the Florida Keys and book your trip today!

Key West Day Trip From Miami

Take a journey from Miami, across the Overseas Highway, to beautiful Key West on a day trip from Miami. Hop on a luxury...

Miami Tour Company

Visit Aquarium Encounters and see the best the Keys has to offer on this full-day adventure with Up the Keys Tours. You'll see sharks and stingrays, visit four unique islands, and cross 23 bridges on this one-of-a-kind road trip from Key West to Marathon.  Book today and visit Bahia State Park, the National Key Deer Refuge, and more, on this unforgettable trip by Up The Keys Tours.

Up the Keys Adventure to Aquarium Encounters

Visit Aquarium Encounters and see the best the Keys has to offer on this full-day adventure with Up the Keys Tours....

Up The Keys

The Florida Keys are home to North America's only living coral reef, hundreds of Atlantic bottlenose dolphins, and other amazing wildlife. The best way to experience it is by getting out on the water on this Private Charter that is completely customizable to your wants and needs. Choose from snorkeling, fishing, dolphin watching, or chilling at local sandbars. The options are endless while your experienced captain takes you to the best spots in the area. Immerse yourself in Key West's culture, book this experience today!

6 Hour 24' Sailfish Charter

The Florida Keys are home to North America's only living coral reef, hundreds of Atlantic bottlenose dolphins, and other...

Good Times Key West

Hang out like the locals! The shallow, clear backcountry waters of the Florida Keys sets it apart from anywhere else in the country. Just a short boat ride will transport you to what feels like a world away! Explore secluded sandbars, shallow reef patches, and tropical wildlife at your own pace during this private charter. Pack up your favorite refreshments and snacks and cruise into Paradise! Book today!

Private Tritoon Charter on the Barefoot One

Hang out like the locals! The shallow, clear backcountry waters of the Florida Keys sets it apart from anywhere else in...

Snorkel, dolphin watching and sandbars. Captain Zach was the best.

Perfect Chill Day

Barefoot Billy's

4 Hour 24' Sailfish Charter

There's no better way to spend your day than with this Private Sandbar Experience. Travel the crystal clear water of Key West with family and friends to the backcountry sandbars. Feel the sun and the salty breeze on your skin. Take in the moment and admire the natural beauty this part of Florida has to offer. Your captain knows the best spots to make your experience one to remember. Once at the sandbar, get out in the water to splash and play! Swim, relax on floats, or dive down under the water and snorkel. Make lifelong memories, book this experience now!

Private Sandbar Experience

There's no better way to spend your day than with this Private Sandbar Experience. Travel the crystal clear water of Key...

Lagerheads Watersports

Set out on an adventure with this Key West Dolphin Sightseeing Charter for up to 6 guests. Enjoy cruising on some truly gorgeous water, within federally protected wildlife sanctuaries, as you scan the horizon for leaping dolphin pods. Curious and playful, dolphins will often come right up to the boat to explore. So hold onto your hats as your captain takes you in search of the bottlenose dolphin and maybe even see some other exciting sea creatures. Book NOW!

Private Key West Dolphin Sightseeing Charter

Set out on an adventure with this Key West Dolphin Sightseeing Charter for up to 6 guests. Enjoy cruising on some truly...

Nice Guy Charters

Climb aboard a floating tiki bar boat for a truly unique Key West sandbar experience. 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 4 Hour Private Sandbar Cruise on a Tiki Bar Boat today!

4 Hour Private Sandbar Cruise on a Tiki Bar Boat

Climb aboard a floating tiki bar boat for a truly unique Key West sandbar experience. Enjoy a seat at the bar as you...

Key West Promotions

8 Hour 24' Sailfish Charter

Travel up the Keys to visit the Dolphin Research Center and make exciting stops along the way on this full-day adventure. You will visit four unique islands, cross 23 bridges, and travel 58 miles up the Keys to have an incredible, up-close encounter with dolphins. Book today and visit Bahia State Park, the National Key Deer Refuge, and more!

Dolphin Research Center Adventure from Key West

Travel up the Keys to visit the Dolphin Research Center and make exciting stops along the way on this full-day...

The only trip of its kind in Key West, the Half Day Key Deer tour, lets you travel in comfort across Overseas Highway as you take in the magic of the Florida Keys.  After departing Key West, you'll travel up the Keys to explore the world-famous Bahia Honda State Park & walk on a historic railroad bridge, photograph endangered Key Deer on Big Pine Key, and search for alligators in the Blue Hole. This tour is a must-have for photographers, active couples, and wildlife enthusiasts alike.

Half Day Deer & Wildlife Tour from Key West

The only trip of its kind in Key West, the Half Day Key Deer tour, lets you travel in comfort across Overseas Highway as...

Pick out your grass skirt and your flower lei then set out on a fun-filled Tiki Bar Adventure. The only tour of its kind, this tour takes you from Key West, up the Keys, to visit three iconic Tiki Bars across the islands. A great way to cut loose for a day with your family and friends, book today and have the time of your life!

Tiki Bar Adventure

Pick out your grass skirt and your flower lei then set out on a fun-filled Tiki Bar Adventure. The only tour of its...

Climb aboard for a day of ultimate relaxation on this Private Key West Morning Boat Charter. Get ready to cruise away on a day to remember where you can do it all. Choose from any or all activities including snorkeling, kayaking, paddleboarding, guided ecotours, sandbar trips, family fishing, or just cruising and sightseeing. Totally private and customizable! It’s your day and it can be designed around you and your interests. With no set schedule to adhere to, you may spend as much time doing each activity as you like, just let your Captain know and he will try to make it happen.

Private Key West Custom Boat Charter (up to 6 guests)

Climb aboard for a day of ultimate relaxation on this Private Key West Morning Boat Charter. Get ready to cruise away on...

We had an amazing time on the boat with captain Tim. We loved kayaking to the sandbar and exploring the mangroves on the SUP. We highly recommend this charter!

Excellent experience!

We had a nice time with Captain Tim and Crew mate Marly.  It was great being on the ocean, doing some kayaking, fishing, visiting a sandbar and getting a lot of seashells.  My 7 year old had a blast!! Glad we had this experience to take home with us.

Nice Time

We had a great time with Captain Tim and enjoyed everything the charter had to offer!Will definitely book again!