Welcome to the Best Private Yacht Charter in Key West
Boating is a way of life in southern Florida. When you’re visiting on vacation, you can elevate your experience by spending time on the water. At After Hours, we provide a selection of boat tours with private boat charters in Key West to give you the boating experience you need to enjoy true vacation bliss during your time in the Keys. Whether you’ve been searching for the best sunset cruise or want to take a day trip to enjoy fun in the sun with the opportunity to see dolphins and other marine life, we have the options you need for the ultimate experience.
Enjoy Our Specially Designed Boat Tours
Whether you’re interested in a sunset cruise to enjoy the tranquility of a beautiful sunset in the Keys or want to take a day trip that introduces you to local wildlife while you take in the sights from a unique perspective, our boat tours will give you the ultimate experience. Our experienced captains know the best places to take you to walk on pristine private beaches, swim in crystal clear waters, or even snorkel with sea turtles. We work hard to give you and your group the most amazing experience possible. We even include customized catering while you’re onboard with us.
Get a Private Boating Experience
When you book a private yacht charter with us, we will pamper you with the best experience you could dream of. We’ll help you leave the real world and the crowds behind, so you feel like you’re the only person on the planet. A private boat charter is ideal for heading out for some solitude or sharing an intimate experience with that special someone, your family, or a close group of friends. We customize each experience based on your preferences, so you’ll have the time of your life!
If you’re looking to make your Key West vacation extraordinary, we have the solution. After Hours is a private yacht charter that can take you and your guests to vacation bliss.
Why Choose After Hours?
Danièle Rogers2025-04-12Trustindex verifies that the original source of the review is Google. Five Stars! Twice as Nice! We’ve rented this charter boat twice in the past couple of months, and both experiences have been absolutely top-notch. From start to finish, everything was smooth, professional, and so much fun. Captain Brian is an incredible person and an amazing captain—warm, knowledgeable, and truly dedicated to making every trip unforgettable. The boat is spotless and well-equipped, and the overall vibe is relaxed and welcoming. A special shout-out to the delicious food from the One Food food truck—absolutely outstanding and completely delicious! It was the perfect addition to an already amazing day on the water. Whether you’re out for a scenic cruise or a water adventure, you’re in great hands. We’ll absolutely be back again—this charter is the real deal! Sean Marek2025-02-14Trustindex verifies that the original source of the review is Google. My wife and I chartered After Hours for the afternoon for Valentine’s Day. Carl and Rachel were amazing hosts, and showed us all around Key West. They included Prosecco and the most amazing food, including jerk chicken and cheese and crackers. We will definitely book again! Nick Dunica2024-07-24Trustindex verifies that the original source of the review is Google. Amazing service, great drinks, the staff was very accommodating and the food was excellent. I highly recommend, definitely worth the money and would do again!!! (We were a group of 6) Beth Sonneborn2024-06-26Trustindex verifies that the original source of the review is Google. Brian & Rachel were very hospitable, the boat was lovely, food delish, and our day was absolutely gorgeous. We would 100% charter with After Hours again. Richard Carreiro2024-02-05Trustindex verifies that the original source of the review is Google. We went on a Sunset cruise with two other couples. It was perfect. The boat captain and his mate were excellent. We couldn’t ask for a better cruise or a better trip. Highly recommend. McCafferty Funeral & Cremation Inc.2024-01-03Trustindex verifies that the original source of the review is Google. These guys provided a great experience for myself and my wife on our 25th wedding anniversary. Super friendly, awesome yacht and incredible company. Brian and Rachel were just a pleasure to be around and it was a first class experience. They even secured a chef to cook dinner for us onboard and the food (custom menu) was high end (Shaina thank you). Could not have asked for more....thanks again! Mark & Lisa McCafferty Jay Turkewitz2023-12-04Trustindex verifies that the original source of the review is Google. We have chartered in the BVI, Nevis, Antigua, Maine and San Diego. This was the BEST charter we ever had. The crew was easy going and very accomodatimg. The floating dock and Lilly pad were great. They made it easy for the ladies to snorkel right at the reef. The sunset was amazing the food and drinks were wonderful. (byob is a legal thing) look if you have the means to charter this is it. This is it. Best we ever took. We like key west so we will use them again if we can get the same crew Rachel and Carl. Maybe a Karl but I doubt it! They were great. Boat is great. Well spent!!!. M S2023-11-21Trustindex verifies that the original source of the review is Google. Celebrated our wedding Anniversary with friends this past weekend and I have to say that this sunset cruise was the perfect way to celebrate the day. Rachel and Bryan and the doggies are an amazing team! We all had such a fun time. The had flowers, champagne, appetizers and cake and water toys ready for us! Thank you guys for your hospitality!! Shannon Smith2023-11-10Trustindex verifies that the original source of the review is Google. This was our second time with Brian. He and Rachel are awesome! Great service and hospitality. Definitely will be back!! Thank you for creating amazing memories for us!!
Key West Yacht Charter on After Hours

Welcome aboard After Hours
You work hard. Your vacation days are precious. Why spend them in a crowd?
If you’re looking to make your Key West vacation extraordinary, we have the solution. After Hours is a private yacht charter that can take you and your guests to vacation bliss.
Your perfect day in paradise is custom-made to give you the pampering you need. This is your chance to break away from the masses and go beyond the ordinary.

With Your Special Guests
Imagine hosting your closest friends and family for an amazing outing that they’ll remember for years. Or show your important clients or colleagues how much they are valued with a one-of-a-kind experience. Or even pop the question in a way that almost guarantees a “YES!” with a romantic proposal trip. Life’s big moments deserve special treatment.
Your Trip, Your Way
Sunset Cruise

Key West sunsets are legendary. But, imagine a private sunset cruise during your visit to Key West. Sunsets are one of the most romantic experiences in Key West. Get away from the crowds and make it special on your own private charter.
Day Trips

You’ll never forget your After Hours day trip in Key West, FL. Cruise to a secluded island with crystal clear waters. We can be your escape to adventures based on what you want. Walk on a secluded beach? We know the best ones. Snorkle with sea turtles? Let us introduce you.
Key West Events

There’s always a festival or holiday being celebrated in Key West. What better way to participate than aboard After Hours private yacht charter. Sunset cruises or day trips, you’ll never forget this private yacht charter in Key West.