Key West

15 Best Key West Private Tours

A private charter in Key West means your own boat, your own guide, and nobody else’s schedule; these are the ones I’d book. Crews will bend the route toward sandbars, snorkel spots, or a sunset anchorage. Small groups get the most out of the island this way.

1.Private Looe Key Snorkel From Big Pine Key

Discover the hidden underwater paradise with a private snorkeling adventure in Looe Key from Big Pine Key. Dive into crystal-clear waters and explore vibrant coral reefs today!

Most Popular★ 5.0

“Loved spending time with Captain Brian and learning so much from him! He was patient with our girls wanting to dive out of the boat! Thank you :)”

Check Availability →Read my full review →

3.Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West

Experience the ultimate Conch Republic adventure on the Private Key West Tiki Bike! Discover Key West's hidden gems while cruising in style with Kokomo Cabs.

★ 5.0

“Was a great intro to the history and some of the quirky facts about Key West. AJ was simply the best. He knew tons of facts about Key West and made the entire trip fun. Would not hesitate to recommend him.”

Check Availability →Read my full review →

4.2-Hour Private Sunset Cruise on a Tiki Bar Boat in Key West

Experience the ultimate Key West sunset on a private Tiki Bar boat. Sip tropical drinks, enjoy breathtaking views, and create unforgettable memories. Book your 2-hour cruise now!

★ 4.5

“Great way to see Key West and gorgeous sunset. Trisia our captain was super nice and great for a relaxing cruise!”

Check Availability →Read my full review →

5.KeyWest Half-Day Inshore Fishing Private Charter

Experience the thrill of inshore fishing in Key West with our private charter. Catch trophy fish and create memories that will last a lifetime. Book your adventure now!

★ 5.0

“Jaager was a great guide. Knowledgeable, resourceful and making a wonderful memory for our family. Jaager cleaned the fish and made arrangements to have it for lunch near the dock. So fresh, delicious- great day!”

Check Availability →Read my full review →

6.Private Sunset Cruise Around Key West

Fulfill your dreams of a luxurious sunset cruise around Key West, where exclusivity meets breathtaking views - find out what makes this experience unforgettable.

★ 5.0

“Highly recommend! The whole experience was super smooth and tailored to what we were hoping for. We went all over, explored a variety of sights, walked across a sandbar, cruised thru the mangroves, saw some of Key West’s nicest houses, and learned a ton. Captain…”

Check Availability →Read my full review →

7.Private Key West Sunset Sail

Experience the breathtaking beauty of a Private Key West Sunset Sail. Set sail on a romantic adventure and create unforgettable memories. Book your exclusive voyage now!

★ 4.5

“It was Fantastic!!!! Our crew was just excellent and we did have an enjoyable, happy and relaxing evening. Erick and Harley are the best!!”

Check Availability →Read my full review →

8.Private Fishing Charter From Ramrod Key

Experience the ultimate fishing adventure with our private fishing charter from Ramrod Key. Catch trophy fish and make memories that will last a lifetime. Book your trip now!

★ 5.0

“Captain Jim was very personable and knowledgeable. The equipment was great, boat was clean. He worked very hard to make sure we caught fish! Thank you Captain Jim for a great time. We took the fish to Dante’s in Key West. Best fish dinner ever!”

Check Availability →Read my full review →

10.Private Key West Boat and Sand Bar Adventure

Experience the ultimate adventure in Key West! Explore hidden sandbars, snorkel vibrant coral reefs, and relax on a private boat. Book your unforgettable getaway now!

“Nicole was excellent. Very informative and new all the cool spots. Parking was easy and the boat was right there. She took us around the mangroves and gave us a nice cayak to explore on our own. Very nice pontoon boat with a leisurely drive…”

Check Availability →Read my full review →

11.Key West Art History Private Tour

Discover the vibrant art scene of Key West on a private tour. Uncover the hidden stories behind iconic artworks and immerse yourself in the rich art history of this captivating destination.

★ 5.0

“Our Key West Art tour with Lindsey was everything we hoped for - and more. Lindsey was energetic, a great listener, and very knowledgeable. The tour was impressive and we would definitely recommend! We felt like "insiders!"”

Check Availability →Read my full review →

13.Luxury Sailing Catamaran – Private Charters, Owner-Operated

Experience the ultimate luxury sailing adventure on our owner-operated catamaran. Enjoy private charters with unparalleled service and breathtaking views. Book your dream getaway today!

★ 5.0

“What a great day on the water! The captain, Nils, was super nice and took us where ever we wanted to go! The first mate, Simon…aka Chester, was a good sport, friendly, and super helpful! Ashley was very responsive to our questions! I HIGHLY recommend…”

Check Availability →Read my full review →

15.Private Boat Tour to Sand Bar Snorkel Dolphins and Sunset

Uncover the magic of a Private Boat Tour to Sand Bar Snorkel Dolphins and Sunset, where unforgettable surprises await at every turn.

★ 5.0

“Great experience! There was a mistake from the booking site on the time of our tour. Vaughn handled it very well, but I would suggest verifying your time the night before. Vaughn took us to several islands to enjoy snorkeling, paddle boarding, site seeing, etc.…”

Check Availability →Read my full review →

5.0Key West Private Glass-Bottom Boat Tour3 hours 30 minutes (approx.)$800.00 4.8Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat4 hours$564 5.0Florida Keys Private Snorkel Cruise – Key West4 hours (approx.)$700.00 5.0PRIVATE Welcome to Key West Walking Tour1 hour 30 minutes to 3 hours (approx.)$137.50 5.037 Private Boat Charter Rental – Key West W/ Captain up to 13ppl2 to 8 hours (approx.)$899.00 5.0Private 90-Minute Harbor Sailing Charter in Key West1 hour 30 minutes (approx.)$395.00 5.01 Hour Private Bridge Loop in Big Pine Key on Boat1 hour (approx.)$340.00 5.0Vitamin Sea Private Charter3 hours 30 minutes (approx.)$706.33 3.0Private Arrival Transfer From Key West Airport EYW30 to 40 minutes (approx.)$144.00 5.0Private Secret Food Tour of Key West2 hours 30 minutes (approx.)$370.00 5.0PRIVATE Key West Haunted History Walking Tour$137.50 5.04 Hours Private Fishing Charters in Key West 40 Ft Irish Cowboy4 hours (approx.)$950.00 5.0Private Charter 6 Passenger Sandbar, Snorkel, Dolphins4 hours (approx.)$950.00 4.5Private 2-Hour Tiki Boat Party in Key West & Mini Sandbar2 hours (approx.)$403.13 5.0Key West: Private Inshore Fishing Charter4 hours$700 4.54-Hour Private Key West Boat Adventure | Snorkel and More!4 hours (approx.)$549.95 5.0Private Fishing Charter Florida Keys4 hours (approx.)$800.00 5.0Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY4 to 12 hours (approx.)$850.00 5.0Private Sandbar Adventure in the Key West Backcountry4 hours$700 5.0Key West: Private Tiki Bar Party Boat & Mini Sandbar2 hours$403 5.0Private Luxury Sailing Catamaran Sunset Sails$137 5.0Private Professional Holiday Photoshoot in Key West1 hour (approx.)$166.99 5.0Private Sunset Cruise2 hours$450 5.037 Private Luxury Sunset Charter W. Music & Drinks, up to 13 Ppl2 to 4 hours (approx.)$899.00