All Key West Tours &amp; Excursions in 2026

Tiki Party Boat with Slide from Key West

Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let's make every day an adventure!

A Spectacular Bar Crawl in Key West

1 hour 30 minutesFree Cancellation

5% savings

from

US$15US$14

This experience combines the thrill of fishing with a relaxed, fun atmosphere. You’ll be guided by a seasoned captain who knows the best local fishing spots—hidden honey holes full of fish and stories. Unlike typical charters, we offer hands-on tips for beginners and seasoned anglers alike, ensuring everyone learns something new while having a great time. It’s more than just fishing—it’s an adventure filled with laughter, connection, and unforgettable moments on the water.

Private Fun Fishing Charter

Our beach elopement package is designed for couples who want a meaningful wedding experience without the stress an expense of planning a large celebration. Our personal approach allows you to relax and enjoy the moment rather than worrying about what comes next. Whether this is your first wedding, a destination elopement, or a vow renewal you can celebrate your love in a beautiful place we like to call paradise. We will help make your experience feel personal and memorable. Before your ceremony you'll receive information about your experience, along with any resources you might need including: Marriage license information , Scooter and golf cart discounts, Hair and makeup services that can be contracted, etc. so that you can arrive prepared and relaxed. This package is perfect for 2-10 guests, but can accommodate up to 30. We are happy to quote for add-ons including: Arch, chairs, Music, etc.

Key West Beach Elopement Intimate Wedding All Inclusive

1 hourFree Cancellation

Experience the best of both worlds with our Island Fishing Tour, exclusively offered by Cowboy Cowgirl Sportfishing Charters. Unlike typical fishing charters, this unique excursion combines thrilling fishing action with serene island exploration. Cast your line in prime fishing spots, then hop between picturesque islands where you can take a break and enjoy your own picnic. Perfect for those who love both adventure and relaxation, this tour offers an unparalleled opportunity to catch the big one and discover the hidden gems of our beautiful coastline. Whether you're an avid angler or simply looking to enjoy a day on the water, our Island Fishing Tour promises an unforgettable experience.

Private Island & Fishing Charters in Key West 37ft Knotty Cowgirl

Explore the charming streets of historic Key West at your own pace. Enjoy a personalized experience as you visit iconic sites like the Hemingway House, famous for its feline residents, and the stunning views from the Key West Lighthouse. Relax at Smather's Beach and indulge in a unique alligator snack. Capture memories at the 90 Mile to Cuba buoy and discover the Truman White House. With private vehicle transport and flexible itinerary, this tour is perfect for those who value freedom and personal choice. - Private vehicle for a comfortable, no-crowd journey - Tailor your own itinerary to explore Key West's highlights - Visit memorable spots like the Hemingway House and Smather's Beach - Pickup and drop-off at your hotel for convenience

Miami Key West Day Tour With Private Driver & Guide

12 to 16 hoursFree Cancellation

Key West is a small island with a big personality, and the only way to truly experience it is on your own terms. Island Safari Rentals Rentals gives you a reliable, comfortable two-passenger scooter, a full tank of gas, and the freedom to write your own itinerary. A well-maintained fleet and seamless pickup process. Two convenient locations mean you're never far from getting started. Unlike a guided tour, there's no bus to wait for and no group to keep up with. Want to circle the island twice? Linger over lunch at a waterfront spot? Ride to the Southernmost Point at sunrise? It's entirely your call. Rentals flex from a quick 3-hour spin to a full month, and same-day bookings are welcome. Ride like a local. Explore like it's yours.

Scooter Rental Explore at Your Own Pace

This private sunset cruise is the perfect way to enjoy a romantic evening or spend quality time with loved ones in the stunning surroundings of Key West. With everything taken care of, you can sit back, enjoy the views, and make lasting memories. Step aboard our 24’ center console for a private, unforgettable Sunset Cruise in Key West! Perfect for up to six guests, this two-hour adventure offers a relaxing and scenic way to experience the beauty of Key West’s waters as the sun sets over the horizon. Cruise through the tranquil waters of the Key West harbor, enjoying sweeping views of the open sea as the sky transforms with the colors of the sunset. Relax and unwind with your friends or family while a professional captain guides your journey. Bring your own drinks (BYOB) or enjoy the bottled water and soda we provide. Set the perfect mood with your favorite tunes via Bluetooth speakers, and make this a truly special evening on the water.

Sunset Powerboat Cruise

2 hoursFree Cancellation

Turn your trip into something unforgettable with a Polaris Slingshot rental from Keys Vacation Supply Rentals. This open-air ride lets you feel the ocean breeze, soak in panoramic views, and enjoy the road like never before—all while being easy to drive with a standard license. With built-in navigation, premium sound, and flexible rental options, you can explore at your own pace and make every mile part of the adventure. It’s more than just transportation—it’s the highlight of your vacation waiting to be booked.

Polaris Slingshot

1 dayFree Cancellation

Key West Private Sandbar Charter with Swimming & Snorkeling

Soaring high above the stunning waters of Key West offers a unique perspective of this picturesque island. From the deck of a USCG-certified boat, observe vibrant coral reefs and watch for dolphins and sea turtles swimming below. With a professional crew ensuring safety and comfort, enjoy a tandem or triple flight for a shared experience that’s perfect for families or friends. Whether it's a romantic outing or a fun group adventure, the thrill of parasailing brings unforgettable memories to your Key West vacation.

Key West Parasailing Adventure with Island Time Parasail

1 hour 15 minutesFree Cancellation

Step into vibrant Key West for a scavenger hunt like no other! Guided by Tara, your upbeat game show host, you’ll embark on an interactive adventure filled with creative challenges, playful clues, and memorable moments. Connect with your group and the colorful island spirit as you solve tasks, capture fun photos, interact with locals, and discover hidden stories of Key West. This is an imaginative, lighthearted experience—perfect for all ages and backgrounds, whether you’re an explorer or an artist at heart. No bars or drinking stops, just teamwork, laughter, and discovery. Celebrate your unique journey together after the hunt! Bring your curiosity, and let Key West surprise you.

Creative Soul Scavenger Hunt Key West

2 hours 15 minutesFree Cancellation

Special Offer

What makes this tour unique is the opportunity to snorkel at Sombrero Reef, one of the Florida Keys’ most beautiful and expansive coral reef systems. After cruising approximately four nautical miles offshore aboard a 31-foot motorized catamaran, guests spend about 45 minutes exploring a vibrant underwater ecosystem filled with mature coral formations, colorful tropical fish, sea fans, sponges, rays, sea turtles, and other marine life. The combination of a scenic offshore boat ride, an uncrowded open-water setting, and the chance to experience a thriving natural reef makes this more than a typical snorkeling trip. It offers guests an up-close look at the incredible marine environment that makes the Florida Keys so special.

Marathon Snorkel Adventure

Start your day with a soothing adventure aboard Island Girls Excursions' 53-foot catamaran. The Summertime Morning Swim is a family-friendly experience designed to immerse you in the stunning waters of Marathon, Florida. Cruise through crystal-clear waters, enjoying scenic views and the chance to spot dolphins and sea turtles. Once you reach your destination, dive into shallow turquoise waters, search for sand dollars, and soak up the natural beauty of the Keys. Perfect for families and friends, this excursion includes complimentary coffee, breakfast items, and comfortable onboard amenities. - Family-friendly catamaran excursion in the scenic Florida Keys - Spot dolphins, sea turtles, and rays during your cruise - Swim in shallow turquoise waters and search for sand dollars - Enjoy complimentary prepackaged breakfast items and beverages onboard

from

US$80

US$60

Special Offer

Summertime Morning Swim in the Florida Keys Catamaran

Summertime Morning Swim in the Florida Keys Catamaran

Celebrate your time together with a private couples photo session set against the colorful beauty of Key West. Whether you’re marking a honeymoon, anniversary, romantic getaway, or simply making memories, your experience will feel relaxed, personal, and fun. With natural posing guidance and a blend of candid moments and beautifully composed portraits, you’ll receive professionally edited, high-resolution images that genuinely reflect your connection. Your photographs will be delivered through a private online gallery, ready to download, share, and treasure long after your Key West vacation ends.

Key West Private Vacation Photography Experience

30 minutesFree Cancellation

Your family is the only group aboard - this is never a shared or attended scattering, where ashes go out with a stranger's. A USCG-licensed local captain plans the ceremony with you by phone beforehand: the readings, the music, who will scatter, and anyone who needs extra care. Offshore he shuts the engine down and the time is yours, for as long as you need it, past the three-nautical-mile line federal rules require. Six Fins files the EPA burial-at-sea notice afterward so you are not left with paperwork. Best suited to families and small groups up to six who want an unhurried, dignified service on calm turquoise water, including elderly guests and children - there is shade, seating, and a private head aboard. Departs Stock Island with free parking steps from the dock. A note on our photos: at families' request, our images show the boat and local waters only - never memorial guests or ceremonies.

Key West Private Celebration of Life Memorial Charter

If you want a professional photoshoot, with top photographers, in the most romantic city and beach at sunset? this is the right place!. Golden Hour, ocean views, old town views, palm trees and more; let us guide you with poses for stunning photos. Our photography style is authentically candid, that reflects a vibrant lifestyle, aiming to inspire others. Let us be your guide, suggesting fantastic poses and activities, like a casual stroll, a dance, etc., to create photos that truly capture the moment.

Key West Photographer Private Historic Photoshoots

1 hourFree Cancellation

Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided audio tour. Key West’s quirky island lifestyle has attracted larger-than-life characters, including author Ernest Hemingway, singer Jimmy Buffet, and treasure hunter Mel Fisher. On this walking tour, you’ll hear about the legendary people the island has attracted over the years and see where they made history. Your guide is none other than Frank Everhart, the Schooner Wharf Bar’s very own comedic magician, whose tales are as captivating as the history they’re woven from. Frank, with his intimate knowledge and personal anecdotes, will show you the museums, bars and often-overlooked corners where treasure hunters, eccentrics, and unforgettable locals left their mark. You’ll even see Jimmy Buffet’s first home and his Key West recording studio, Shrimpboat Sound Studio.

A Self-Guided Tour of Key West's Legends and Sights

1 hour 10 minutes to 1 hour 30 minutesFree Cancellation

Escape the crowds and experience the best of Key West on your own terms with the Vitamin Sea Dolphin Safari. Designed for couples, families, or small groups of up to 6 guests, this 4-hour journey offers a perfect mix of adventure, relaxation, and natural beauty — all with your own captain and guide. Cruise through crystal-clear waters, spot playful dolphins in the wild, snorkel above vibrant reefs, and unwind on a remote sandbar that few ever get to see. Whether you're looking for marine life, island serenity, or picture-perfect moments, this tour delivers unforgettable coastal magic.

Vitamin Sea Dolphin Safari: Private Key West Charter

Price varies by group size

Explore the beautiful waters of Key West with us, where the adventure includes snorkeling in crystal blue waters, lounging on secluded beaches, and witnessing stunning sunsets. This intimate charter accommodates up to 6 guests, ensuring a personalized experience. Choose from hourly, half-day, or full-day trips to tailor your Florida Keys getaway. Unwind and create unforgettable memories in paradise with a guided tour that showcases the essence of the Keys. - Snorkel in the clear waters of Key West with small group settings - Relax on secluded beaches away from the crowds - Enjoy breathtaking sunsets on the water - Flexible trip duration options: hourly, half-day, or full-day

Sandbar Excursions with Snorkeling and Sunset Cruises in Key West

Sandbar Excursions with Snorkeling and Sunset Cruises in Key West

Whether you are expecting your first baby or adding to your growing family, your session is personalized to you. Your photographer will gently guide you throughout the shoot so you feel comfortable confident and beautiful in front of the camera. This is a beach shoot or garden shoot, One location, multiple outfits are permitted. Whether just Mom or adding Dad in the photos as well, these images will create artwork that you will treasure long after your baby arrives. Request an upgrade for studio shoot.

Key West Maternity Photography Experience

1 hourFree Cancellation

Spend the afternoon exploring the crystal-clear waters of the Florida Keys before ending your day with an unforgettable Key West sunset. We'll cruise to one of Key West's famous remote sandbars where you'll have plenty of time to swim, relax, paddle, and enjoy the turquoise water. After soaking up the sun, we'll raise anchor and cruise home while watching the sky transform into brilliant shades of orange, pink, and purple over the Gulf of Mexico. Whether you're celebrating, relaxing, or simply making the most of your vacation, this is the perfect combination of adventure and sunset cruising.

Sandbar and Sunset Cruise Combo

Embark on a lively 1.5-hour Tiki Fun Cruise through the stunning Florida Keys. Glide over crystal-clear waters on an authentic tiki bar boat, where you can savor your favorite drinks while soaking up the sun. Keep your eyes peeled for dolphins, sea turtles, and vibrant seabirds as your knowledgeable captain shares insider secrets and local history of the Keys. Choose between a picturesque scenic harbor cruise or a refreshing swim stop at a beautiful sandy beach. This tour promises to be a memorable highlight of your Florida adventure. - 1.5-hour cruise on a unique tiki bar boat - Spot dolphins, turtles, and seabirds in their natural habitat - Learn local history and fun facts from your captain - Choose between a scenic cruise or a swim stop at the beach

Florida Keys Tiki Boat Tour Adventure

2 hoursFree Cancellation

Book your Private Round-Trip Transfer from Key West Int Airport (EYW) to Key West hotels and return. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private ,door to door airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Meeting with a Nameplate We track your Flight Door-to-door Service No Hidden Charges Clean cars & Professional drivers

Key West Airport (EYW) to Key West - Round-Trip Private Transfer

30 minutesFree Cancellation

5% savings

from

US$310US$294

Price varies by group size

...

13 14 15

Must-Dos in Key West

1 / 2

What are people saying about Key West

Key West Hop-On Hop-Off Trolley Tour

Karen_B, Oct 2026

Very informative and so much fun!

The operators of this excursion were delightful from the get go. The lady we encountered at the ticket booth in Mallory Square was super friendly and full of enthusiasm that we came. Of course, her job is to also try to upsell other excursions to you at a discounted rate, but she was not at all pushy or annoying. The process was easy peasy! When we boarded the trolley we were greeted by Anthony. This guy was awesome! He was so funny, cheerful, and seemed to know everything about the island. He was easy to hear and it felt like he was enjoying himself as much as we were. The tickets are good for the entire day, so our intention was to do the entire tour on the first go round and then do some hops offs on a second trip around the island. When we got to the butterfly and nature conservancy, we ended up hopping off because I couldn’t wait! That is a must see and once you do it you’ll understand why. I never knew I needed to go into a butterfly museum until I went into a butterfly museum! What a relaxing and beautiful place! After that we had a great lunch at the pool bar at the Southernmost House. Then we walked through the house and finished up by taking our photo at the Southernmost Point (wouldn’t be complete without that!) When we hopped back on the trolley at the butterfly museum, Elijah was our guide for the last two stops and he was also a fun, vibrant personality! I would highly recommend this tour, especially if it’s your first trip to Key West. My husband lived in Key West 20 years ago and even he learned a few things he didn’t know! We will even do it again next trip!

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

Timothy_P, Sept 2026

Visitors from the Natti

This was a very fun experience. Kayla, Kelsey and Madison were fantastic hosts. They were all very knowledgeable about the environment as well as the watercraft. We had a very fun and relaxing experience and saw many many dolphin. Absolutely recommend.

Key West Sandbar Safari on One of a Kind Tiki Boat

Christopher_H, Sept 2026

Must do Key West excursion

Dawson and Captain Brett were amazing. Definitely a must do excursion. Approximately a 40 minute boat ride to the sandbar. Sandbar was clean and perfect. Drinks steady flowing. About an hour and 45 minutes at the bar meeting and mingling with other parties on board. Must do. Thanks Brett and Dawson. Very fun, professional and safe.

Key West Half-Day Fishing Charter

Joanna_K, Sept 2026

Great experience with deep sea fishing

Amazing trip, with professional, knowledgeable, and very helpful crew. Everyone was great. I appreciate them all. However, I am grateful for Chase for being patient with explaining me things, and helping with my small experience. All this time was filled fully with working hard on catching a fish but also socializing with newly met people. This is an amazing time, where you can actually catch a fish, often descent size. I highly recommend that activity if you looking for something exciting, that brings joy and satisfaction. Beautiful ocean, lots of fish, fun time fishing, and the crew, always glad to assist you. I know I will be back there, just to do a fishing trip.

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

AnnMarie_W, Sept 2026

Very fun water sport tour in Key West!!

We really enjoyed this Jetski experience. Besides having to be there one hour early which seemed excessive we had no complaints. We had never operated a jetski before and found the orientation and support by our guide, JJ, to be excellent. We had a small group tour with only 2 other couples which helped keep things relaxing. We thoroughly enjoyed the whole outing and recommend it to anyone looking for a water sport tour.

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

Briana_O, Sept 2026

Exceptional

The kyack was great. Should bring water bottle. Most favorite was the sandbar. Beautiful water and sand. Water was warm and comfortable. Beverages were on point, great selection. Paddle boarding option was fun. Optimal experience. Sandbar tour is a must when coming to Key West!

Shark and Wildlife Viewing Adventure in Key West

Theresa_O, Sept 2026

Fun Excursion

Make sure you bring some sunscreen and dramamine if you get motion sickness. The captains of the vessel are outstanding and they make sure that everyone gets a chance to see the sharks and dolphins. If I could give them six out of five stars, I would. if you’re looking for a tranquil and fun wildlife tour this is it.

Key West Reef Morning Snorkeling with Breakfast and Mimosas

Joanne_L, Aug 2026

Accomodating

When I knew I couldn’t make it to my scheduled time, I contacted them hours before the trip if I can reschedule it to another time within the day. Gladly they accommodated my request. The trip boat trip was fun I get to see the blue ocean again after a long time. The staff discussed the do’s, don’t s and safety rules. Snorkeling equipments are provided. The reef we went to was just okay, not much to see so don’t expect a lot. I’m a freediver from Asia and our coral reefs there are beautiful, so I can really compare. Overall, the trip is worth it especially if you want to try something new.

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Amy_F, May 2026

Fun excursion!

We had a great time! There is an upper deck that is open and a covered lower deck. There was plenty of food and drinks, full bar. The music is a DJ that played a variety of songs. There are 2 bathrooms. There is not a lot of seating. I would not bring kids since mostly adult atmosphere. For the low price we got our moneys worth!

Key West Sunset Sail with Live Music, Drinks and Appetizers

Douglas_P, May 2026

“Absolutely amazing...

“Absolutely amazing sunset trip! The boat was beautiful, the views were unforgettable, and the whole experience was relaxing from start to finish. The crew was friendly, professional, and made everyone feel welcome. Watching the sunset on the water was the highlight of our trip in Key West. Highly recommend this experience to anyone visiting!”