Last Updated on March 31, 2024

Are you looking for the top Key West private boat charters? If so, you’ve come to the right place!

Whether you’re looking for a half-day or full-day charter, boat trips to a private island, or a crew offering the most perfect hospitality, this list has something for you.

As an expert on Florida travel and a Sunshine State fanatic, I’ve carefully curated this list of Key West private boat charters to include only the best of the best.

Let’s dive in!


Don’t Have Time To Read The Full Article? Book The Private Half-Day Key West Boat Trip  with a 5⭐️rating



Our Top 3 Picks: Key West Private Boat Tours!

a woman sitting on a paddle board in the turquoise waters of Key West during a Half Day boat trip

Private Half Day Key West Boat Trip

a woman in her swimsuit posing in the sand bar beach with a tiki bar boat cruise at the background

Private Sand Bar Cruise On A Tiki Bar Boat

private charter boat sailing during a beautiful sunset in Key West

Private Wind & Wine Sunset Sail In Key West

Best Key West Private Boat Charters!

a man standing above a private boat charter on the crystal blue waters of Key West in Florida

Photo Credit- Floridays

Tour Rating: 5 Stars ⭐️⭐️⭐️⭐️⭐️     Length: 3.5 Hours      Check Rates Here

Make your Key West vacation extra special with one of the most distinctive charter boats available: a glass-bottom boat.

There is no better way to see Florida’s coral barrier reef and fabulously diverse sea life than through the glass on this private charter with your own captain.

Enjoy a day trip into the Florida Keys National Marine Sanctuary to snorkel.

All the while, your crew will share their wealth of local knowledge about the ocean.

Next, you’ll head to a remote island where you can explore, paddleboard, snorkel, or float in the crystal blue waters.

If you’re lucky, you may even get in some dolphin watching!

This unique experience gives you the opportunity to enjoy aspects of the natural environment many tourists never see.

Here’s what a past guest said about this tour:

“This was the single best charter boat experience we’ve ever had. Ashley, the captain, was stellar… Ashley is a great captain and she’s fun intelligent and interesting, but she also knows her craft… Of all the things we did in Key West, this was absolutely the highlight of the trip and worth every penny… Such a fantastic experience.”

Melody_K ⭐

What’s included in this tour: 

  • Bottled water

  • Use of Snorkeling equipment

  • Cooler with Ice



a private boat charter in Key West along the beautiful sunset background

Photo Credit- Danger Charters

Tour Rating: 5 Stars ⭐     Length: 2 Hours      Check Rates Here

Turn your trip into a special occasion with a private sunset cruise in Key West.

Spend two hours relaxing on a 65-foot schooner near Opal Key Resort with great music and even greater views. 

Soak in the views while you sip on international wines, beers, and non-alcoholic beverages (full bar style).

Snack on delicious hors d’oeuvres, take pictures and chat with the crew.

Watch a spectacular sunset over the waters of Key West to finish off a perfect day.

Sophistication and beauty define this private sailing charter. You’re sure to have an amazing time.

Note: The departure time is just before sunset.

Here’s what a past guest said about this tour:

“This is the second time I went on the Wind and Wine Sail… it’s top-notch customer service and not too crowded. The wine and snacks are great and the crew is so personable. Definitely recommend this trip!!”

Tripadvisor Reviewer ⭐

✅ What’s included in this tour:

  • Alcoholic Beverages

  • Snacks

  • Bottled water

  • Hors d’oeuvres




man reading a book in a private luxury charter boat in Key West

Photo Credit- SeaEO – Nautical Ventures

Tour Rating: 5 Stars ⭐     Length: 8 Hours      Check Rates Here

Ready for an unforgettable experience? If so, step aboard this Luxury Charter full-day tour to ensure you have enough time to do everything you want.

The captain and crew will tailor the boat ride and itinerary to your preferences.

Whether you’re looking for an intimate experience involving sunsets, want to spearfish your own lunch, snorkel above a coral reef, or visit your own private sandbar, the decision is up to you!

One option is to head to the remote and beautiful Dry Tortugas–a group of islands featuring an exceptional natural habitat.

Here you’ll find glorious white sand, beautiful waters, and historic Fort Jefferson.

It’s the perfect destination for an all-day adventure and is on many people’s bucket list.

When it comes to full-day charters in the lower Florida Keys, this is definitely one of the best.

Here’s what a past guest said about this tour:

“We had the most incredible afternoon with SeaEO and Carlos. He took us to a sandbar where we drank champagne in the ocean and watched the sun go down. Truly an unforgettable experience. Carlos tailored every moment of the experience to our wishes. We will call him every time we are in Key West from now on.”

Mary_C ⭐

✅ What’s included in this tour:

  • Air-conditioned vehicle

  • Restroom on board

  • WiFi on board

  • Private transportation

  • Use of Snorkel equipment

  • Use of spear gun



a woman in yellow beach dress wearing a beach hat on board a luxury private charter boat

Photo Credit- Bimini Charters

Tour Rating: 5 Stars ⭐     Length: 3 Hours      Check Rates Here

Wind, sea, and sails await on the private luxury catamaran tour.

Choose the best time for you, or opt for a dreamy afternoon sail over the crystal clear waters surrounding Key West.

Keep an eye out for sea turtles and dolphins, relax on the trampolines, or sip on cocktails while the breeze blows softly past.

You can also don snorkel gear and explore the underwater world.

This catamaran charter is a perfect way to enjoy a special day with your partner, celebrate family get-togethers, or simply celebrate life.

Rest secure in the extensive experience of your captain. This day will be worry-free and fabulous.

Snorkel, sail, and delight in the views on one of the most popular sailing charters available.

Here’s what a past guest said about this tour:

“Sitting in the netting of the catamaran and watching the water go by the snorkeling was awesome. We went out to the reefs. He was able to post up while we snorkeled.”

Jonathan_D ⭐

✅ What’s included in this tour:

  • 3-Hour Boat Tour

  • Alcoholic Beverages



    a woman sitting on a paddle board in the turquoise waters of Key West during a Half Day boat trip

    Photo Credit- Native Sun Private Charters

    Tour Rating: 5 Stars ⭐     Length: 4 Hours      Check Rates Here

    Have a blast on the gorgeous Key West waters on this private half-day boating experience.

    This boat is a one-stop shop for pure fun. You can snorkel among tropical fish, paddle board, make sandbar trips, or even enjoy a little fishing.

    Whether you’re looking for a relaxing tour of Key West or jam-packed hours of activity, this tour could make for the best day of your life.

    Charter lengths can vary from 2 to 8-hour day trips, but at 4 hours, this tour could be a perfect option.

    It lets you enjoy the sunshine and sea but still have half a day for other activities or pure relaxation.

    Here’s what a past guest said about this tour:

    “You can’t go wrong with this excursion! Captain Tim was an excellent captain and guide!! His boat and the service he provided were top-notch. All of the equipment was in great condition, and he was very knowledgeable about the best places to go for the water activities we wanted to partake in. We would love to do this again the next time we’re in Key West!”

    Sarah_S ⭐


    ✅ What’s included in this tour:

    • Soft drink/Pop

    • Bottled water

    • Snacks

    • Use of snorkel gear

    • Fishing gear

    • Noodles

    • Kayaks

    • Paddleboard



    a woman in her swimsuit posing in the sand bar beach with a tiki bar boat cruise at the background

    Photo Credit- Tiki Boat Adventures

    Tour Rating: 5 Stars ⭐     Length: 4 Hours      Check Rates Here

    Skip the chaos of larger group sailing tours and enjoy a great day on a private Tiki boat.

    A tiki boat is the perfect vessel for bachelorette parties, groups of friends, and anyone who enjoys exploring.

    Join one of these Tiki sandbar tours and sip or snack on whatever food or beverages you bring along.

    Keep an eye out for dolphins, turtles, and other marine life as you cruise.

    This tour passes by the US Navy facilities and cool landmarks, visits Jewfish Basin (an amazing area for wildlife), and cruises into the backcountry of the Florida Keys.

    Here’s what a past guest said about this tour:

    “What a great time! Plenty of shade aboard which was great. The captain was a stitch! Took us through just beautiful little islands where we swam and explored a bit. Perfect half-day trip!”

    Kyle_H ⭐


    ✅ What’s included in this tour:

    • Ice, Cups, water

    • Bottled water

    • Restroom on board



    2 guests sitting on a chair i front of a private cruise or boat while watching the beautiful sunset in Key West FL

    Photo Credit- Native Sun Private Charters

    Tour Rating: 5 Stars ⭐     Length: 2 Hours      Check Rates Here

    One of the best experiences you can have in Key West is watching the sunset from the quiet waters of the Gulf.

    Sail through a working harbor, explore mangroves, and even try your hand at fishing.

    Next, your captain will take you to one of the best spots to see the sunset.

    Gorgeous views and tasty snacks and sips make this sunset charter a fabulous choice.

    If you’re ready, book your charter today and enjoy an unparalleled trip through North America’s natural treasures.

    When it comes to multi-activity charters, the customer service and reviews set this private charter apart.

    Here’s what a past guest said about this tour:

    “Great night! Loved our experience. The boat moved slowly, we saw parts of Key West we hadn’t seen and learned a few things, too. The only negative was the boat is a bit older but it got the job done for a beautiful night watching a Key West sunset! Thank you!”

    Suzanne_H ⭐


    ✅ What’s included in this tour:

    • Bottled water

    • Fishing gear

    • Soda/Pop

    • Snacks



    aerial view of a luxury private boat cruise

    Key West Private Boat Charters – Frequently Asked Questions

    How Much Is A Private Charter In Key West?

    Private charters in Key West range from approximately $725 dollars per group of up to six people to $4,000 or more for a group of up to 15 people.

    Private charters are a great way to experience the natural beauty of Key West.

    How Much Does It Cost To Charter A Boat In Key West?

    The cost of chartering a boat in Key West ranges from approximately $725 dollars per group of up to six people to $4,000 or more for a group of up to 15 people.

    Can You Take A Private Boat To Dry Tortugas?

    Yes! You can take a private boat to Dry Tortugas.

    Simply check out #3 on this list and book your private adventure to the beautiful remote islands of Dry Tortuga National Park. It’ll be the adventure of a lifetime.

    What Does A Private Charter Boat Mean?

    A private boat charter is similar to boat rentals, but you won’t have to drive the boat yourself. 

    Instead, you’ll have a captain (and sometimes additional crew) to man the boat.

    You can enjoy a delightful day on the water without worrying about logistics or the technicalities of boating (and no massive size groups detracting from the experience).

    You also get to decide where you want to go and what activities you’d like to do during the day.

    How Much Does It Cost To Take A Boat To Dry Tortugas?

    It costs about $200 per person to get to Dry Tortugas on the public ferry from Key West.

    However, you can also get there via a private sailing catamaran. One private charter option costs $1,899.00 per group of 12 people.

    How Do I Get To Dry Tortugas Private Charter?

    You can get to Dry Tortugas via a private charter by booking this Private Dry Tortugas Luxury Charter in Key West/Lower Keys.



    the best private boat charters in Key West

    Final Thoughts: Key West Private Boat Charters

    Have a great time away from home on these amazing Key West Private boat charters.

    They are perfect for corporate events, family outings, and romantic getaways.

    From yachts and catamarans to floating tiki bars and glass-bottom boats, this list has something for everyone.

    Enjoy a day sailing through the Keys with the company of your choice.




    Still Haven’t Decided? I Recommend Private Key West Half-Day Boat Trip with a 5⭐️rating



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