Key West is an island city in the Florida Keys, famous for its upscale beach lifestyle and many exciting things to do. It’s popular among beach lovers and water sports enthusiasts alike. The best way to experience this tropical oasis is on the water, and the best option is to stay on a private overnight boat charter to fully capture all possible opportunities to dip into the crystal blue ocean. Warmed by the gulf stream, the water in Key West maintains a perfect year-round temperature for swimming, snorkelling, diving and more. The area’s warm tropical climate also makes it irresistible to cool off in the refreshing ocean. For your next trip, read on to find out the best yacht charters in Key West, Florida, for a memorable adventure.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 08, 2024.
1. Transformed classic Bluewater Cruiser offering mesmerizing views of the bay (from USD 313)
This transformed classic Bluewater Cruiser is now your cosy and stylish sanctuary, offering mesmerizing views of the bay, canal, and sandy beaches. Hop aboard the 45-foot (13.72 meter) yacht, featuring a roomy main cabin with a cushy memory foam queen bed and refreshing ocean breeze. Enjoy the fully equipped kitchen, speedy Wi-Fi, and TV entertainment. Head to the upper-level bridge with comfy cushions and a dining set to relish the stunning scenery.
Exciting extras include kayaks, a full bar, and a shuttle service to and from shore. Get ready for thrilling captained yacht charters for fishing, snorkelling, and exploring Key West Sand Bars or Dry Tortugas.
Key West, Florida, United States
2.83 km (1.8 mi) from The Hemingway Home and MuseumAccommodates: 4
Top guest reviews
Amenities & Room:
we made breakfast almost every morning and loved coffee out on the bowit was peaceful had unbelievably stunning beauty and was very comfortableRead more reviewsHost:
the hosts went out if our way to make our stay comfortableeverything went smoothly and ali was incredibly kind and easy to work withali and larry were great hosts offering help when we neededamazing sunrises and sunsets ali and her husband were extremely helpful and were outstanding hoststhese are the best hosts
2. Exquisitely crafted vessel designed for pure relaxation
Step aboard this exquisitely crafted vessel designed for pure relaxation, ideal for a couple seeking a touch of luxury. Drift off to dreamland on a sumptuous front bed adorned with cozy blankets and soft pillows. The living area beckons you to unwind, offering a fold-down table for dining or just chilling out. Need more space? No problem! Tuck in for the night with additional sleeping options cleverly concealed in the back cushions.
Beach lovers will adore the direct access, while a shared outdoor pool promises a delightful oasis. Adventure-seekers, you’re in for a treat with complimentary kayaks, beach cruisers, and snorkel gear at your disposal. Even your furry friends are welcome! Cook up scrumptious meals in the well-equipped kitchen boasting an induction stove, microwave, and grill.
Key West, Florida, United States
6.97 km (4.4 mi) from The Hemingway Home and MuseumAccommodates: 4
Top guest reviews
Host:
david was a great host with plenty of knowledge of the areadave was a great host the boat was perfect for a short little getawayfriendly hosts neighbors and dock dogRead more reviewsLocation:
close to everything fun in key west and the other keysi fun unique place to staygreat place to stay if you want to experience what boat life is like
3. Happy's Houseboat (from USD 550)
This private yacht charter in Key West is perfect for a couple seeking a unique getaway on the water. Anchored in an enclosed bay, this houseboat has a spacious main suite and a well-equipped kitchen. The large sun deck is great for suntanning in the day and stargazing at night. Guests can just hop off the deck into the warm waters of the Florida Keys and have a swim or snorkel with the marine life. Kayaks, paddle boards and bicycles are available for rent for an additional fee. The host is also happy to bring guests out to secluded swimming, fishing and snorkelling spots, so please do put in your request when making reservations.
Key West, Florida, United States
3.1 km (2.0 mi) from The Hemingway Home and Museum
Top guest reviews
Read more reviewsLocation:
amazing location in the middle of the bay very private with great views on every side
4. Deluxe charter boat for a group of six (from USD 225)
Moored at a small local marina, this luxury yacht charter in Key West offers a live-aboard experience that will have you feeling like a local yachtie. The yacht has four staterooms that can accommodate up to six guests and is equipped with all the basic amenities. The marina is home to local artists, who display their work throughout the quay. There is a fantastic seafood restaurant serving up delicious local catch just a few steps from the yacht. The restaurant also hosts live entertainment every Friday and Saturday, which is a great opportunity for meeting the artsy locals.
7.01 km (4.4 mi) from The Hemingway Home and MuseumAccommodates: 6
Minimum Nights: 3
Refund Policy :
Top guest reviews
Amenities & Room:
The boat is very spacious Beds are not plush but your on a boatThe pictures on the listing are exactly as the boat looked in personThe yacht was beautiful and immaculatewe did not use)We sat at the top of the boat and had beautiful viewsCleanliness:
Loved it very cleanThe boat was very clean and well maintainedThe boat house was quite sufficient for showering water pressure was great and always had hot waterHost:
and he answered us right awayhe's an awesome guyVery friendly marina Would returnAndy was very quick to respond to the couple questions we had when we checked inThe Hogfish Bar and Grill (almost next door) is fantastic Good food drinks and serviceRead more reviewsLocation:
Enjoyed learning this way of lifeAlso ate at Roostica Pizza on Stock Island - another great choice Thanks for everythingIt is a little ways away from Duval Street in Key West but was very easily accessed by Uber for approximately $20If" a problem arises Andy takes care of it immediatelySpent the entire month of February here and didn't want to leave
5. Unique stay out at sea
Ideal for an adventurous couple, the Wanderland is a 50 feet (15 metres) pleasure craft moored in an amazing location, out at sea, where beautiful sunsets are guaranteed. Jump right off the vessel into the welcoming waters to snorkel, kayak, fish and paddle board ⎯ this makes for a dream vacation for water sports enthusiasts and ocean lovers alike. Staying on the Wanderland is a little like camping but out on the ocean. Guests must bring food and drinks for their days on the boat. The barbecue onboard is perfect for grilled dinners while enjoying the amazing sunsets.
Key West, Florida, United States
1.35 km (0.9 mi) from The Hemingway Home and MuseumAccommodates: 6
Top guest reviews
Cleanliness:
hopefully they will repair the broken window and clean and disinfect the place before other guests arriveHost:
robert and his crew were very helpful throughout our staythe space was comfortable the people were so kind knowledgeable and were so accommodatingvery friendly hostscomfy beds there were some minor hiccups with the boat but robert was an amazing host responsive and friendlyit’s so spacious and private robert was such a great host and was always a call awayRead more reviewsLocation:
great location great boat great for adventurerstowards key west there are quite a few boats but they are not terribly close
6. Motor yacht with mod cons
Live like a celebrity on this motor yacht and experience the exclusive lifestyle at its premium marina. This pleasure yacht can sleep up to six guests comfortably in its three rooms. It also has spacious indoor and outdoor living areas, roomy enough for everyone to spread out. It is moored at one of the best resorts in Key West, The Perry Hotel, which has luxurious waterfront swimming pools, fine dining restaurants, free shuttle service to town, and more. While the vessel will be moored during your stay, guests will be requested to book a cruise package during the reservation period to discover the beautiful ocean around Key West.
Key West, Florida, United States
6.3 km (4.0 mi) from The Hemingway Home and MuseumAccommodates: 7
Top guest reviews
Amenities & Room:
the marina was wonderful with great amenities a beautiful pool shuttle and at night it was peacefulRead more reviewsCleanliness:
the marina was wonderful the pool bar and bathrooms were clean
Stay on the water in Key West
Explore Key West like a local and spend your days lounging on a luxury yacht and exploring best places to eat. The ocean is Key West’s best feature and there is nowhere closer to the water than staying in one of these best yacht rentals in Key West.
Frequently asked questions about yacht charters in Key West
1. What is the average price for yacht charters in Key West?
There are several factors that can influence the average price for yacht charters in Key West. For example, at this transformed classic Bluewater Cruiser offering mesmerizing views of the bay, the price starts from 1309 USD, and at this exquisitely crafted vessel designed for pure relaxation, the price starts from 211 USD.
2. Which yacht charters in Key West are suitable for couples?
There are several yacht charters in Key West that are perfectly suited for couples. Some of the popular options include this exquisitely crafted vessel designed for pure relaxation, and Happy’s Houseboat.
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