Maryland may be a small state, but it is one of the places where you can find the massive Chesapeake Bay. You would be surprised that for its size, it is abundant in natural scenery that attracts tourists from all over the country. In Baltimore, you will find the famous National Aquarium, which replicates various ecosystems to house plenty of marine creatures. The state also has the best theme parks such as Enchanted Forest, a couple of historically important attractions, including Antietam National Battlefield, Chesapeake Bay Maritime Museum, and Maryland State House. Staying by the sparkling blue waters is one of the best ways to experience this state, so check out these yacht charters in Maryland, USA.
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 March 12, 2024.
1. Picturesque adventure with stunning harbor and marina views in Rock Hall (from USD 150)
Embark on a picturesque adventure with stunning harbor and marina views, tailor-made for artists, photographers, or anyone craving something extraordinary. Step into the snug galley, complete with must-haves like a pump water sink, coffee maker, and ice machine. Travel light, pack a small cooler, and embrace the blissful tranquility of an unplugged getaway. On weekdays, immerse yourself in serenity, while weekends bring a vibrant atmosphere.
Inside the sailboat, you’ll find a cozy double bed and two singles, comfortably accommodating up to three guests. Let’s show respect for this peaceful retreat and enjoy the fresh linens provided onboard. Don’t forget to discover the bathroom’s secret code! Quiet hours between 10 pm and 8 am promise a rejuvenating experience like no other.
Top guest reviews
Cleanliness:
boat was clean and very relaxingboat comes with everything you need and a clean stocked bathroom is just steps awaythe secure and clean marina bathroom is only a short walk awayHost:
easy to communicate with the hostdon was an amazing host the boat and marina were an experience that we will never forgetdon was kind professional and takes pride in hosting his boatdon is an extremely hospitable and friendly host who takes a lot of pride in his tradethe neighbors were friendly and the area was quiet especially in the morningRead more reviewsLocation:
great restaurants in town then back to the boat for sunset couldn't ask for a better locationwe had a wonderful stay overnight at this location from check-in to check-outnice boat great location and amenities
2. Chanceuse, Annapolis (from USD 208)
Welcome to this amazing floating paradise, where you’ll discover three luxurious cabins and a well-equipped bathroom with modern amenities. The interior oozes charm, providing ample cooking and dining space below deck and in the breezy cockpit under the open sky. Your comfort is their priority, with air conditioning, heat, and Wi-Fi ensuring you enjoy every moment of your stay.
Marvel at the stunning river and marina views from the slip, embracing the waterfront experience. Plus, you’ll have access to a shared outdoor pool and a dedicated workspace, making it perfect for both relaxation and productivity. Don’t forget, sailing enthusiasts can arrange a private sail for an extra special adventure!
Top guest reviews
Cleanliness:
the boat was immaculately clean and very cozy and warmRead more reviewsHost:
maryline is an excellent host and her sailboat was absolutely perfect
3. Private yacht in Annapolis with a fully functional galley (from USD 299)
A 13-m (43-ft) yacht in Annapolis, this private yacht charter in Maryland is only within a short walking distance from US Naval Academy (USNA). Other nearby attractions include Maryland State House, Annapolis Harbour Center, and Sandy Point State Park.
It features two private cabins, two full bathrooms, and the main salon. Meanwhile, its galley is fully equipped with an ice maker, a Keurig coffee maker, a microwave, a toaster, and two-burner cooktop oven. The forward cabin is furnished with bunk beds, while the aft cabin has a queen-size bed.
Top guest reviews
Cleanliness:
it was very clean and we had a wonderful viewthe accommodations are clean and very unique place to stay compared to the land alternativesboat was amazing—spacious clean as a whistle beautiful viewHost:
lena and her husband were perfect hosts—communicative gracious attentive (but not too much so)mena was very helpful and responsiveRead more reviewsLocation:
a great experience on the water and walking distance from annapolisan easy walk to many places to eat and explorebeautiful views walking distance to great food and unique atmosphereexcellent location with great views
4. Fully equipped cabin in Annapolis with a dining saloon (from USD 174)
This fully equipped two-cabin yacht rental in Maryland is perfect for couples, families, and small groups on a weekend getaway. With its strategic location, you can easily visit local attractions like United States Naval Academy. You can rent it for a private sailing cruise for an additional charge if the weather permits.
It has everything you need for a worry-free stay, including a bathroom, a fully stocked kitchenette, and a dining saloon with couches. In the main cabin, you will find a king-size bed. The other cabin has a full-sized bed.
Top guest reviews
Amenities & Room:
and we got great restaurant reviews from ryan including iron rooster and preservethe boat itself is in great condition and had all the amenities that a small apartment would haveCleanliness:
my studio was exceptionally clean upon arrivalbeautiful clean and convenienteverything was convenient and cleanryan’s studio was impeccably clean and very well kept overallsuper clean comfortable and convenient though a little exoticHost:
ryan is the perfect hostryan was a wonderful hostryan was an excellent hostryan is a great host everything is explained in great detailryan is a great and attentive hostRead more reviewsLocation:
walking distance to many great placesgreat accommodations in an ideal locationthe location is so convenient to many great restaurants and just a short walk to the downtowngreat location right across the bridge from annapolis within walking distance of restaurants historic sites and storesgreat location with easy walking access to eastport and annapolis
5. Four-stateroom motor yacht in Edgewater with a hot tub (from USD 989)
This 23.8-m (78-ft) motor yacht, sailing in Maryland, offers luxurious boat and bed accommodations, featuring 4 staterooms with en-suite bathrooms. It has a spacious living room with an entertainment center with karaoke and TV, lounge seating, and a piano. In the aft deck, you can destress and soak in a hot tub. On the upper deck, you can grill and enjoy the beautiful views over good food.
Additionally, it is a pet-friendly property, allowing you to bring a maximum of 2 dogs weighing not more than 11.3 kg (25 lbs) each for a minimal additional fee.
Top guest reviews
Read more reviewsHost:
the hosts were very accommodating and easy to work withgreat overall trip with a great hostgreat experience and great host we chartered the boat as well which made it even betterbeautiful boat tony was a great host very helpful and accommodatingenjoyed our time but experienced significant challenges in attempting to communicate our intentions with the host
6. Luxury yacht in Annapolis with a double trampoline (from USD 475)
This luxury 15-m (50-ft) yacht charter in Maryland is only a few minutes away from downtown Naptown. It is available for renting and sailing. Typically, it is in Annapolis for June, September, and October; Newport for July and August; and The Bahamas during winter. It features three cabins that can accommodate up to two adults each. In the salon, you will find a king-size drop-down table that can sleep up to two people. It also has a spacious deck with a double trampoline.
7. Comfortable yacht in Baltimore with a secure dock (from USD 88)
This 13-m (42-ft) yacht with a secure dock is conveniently located in Canton, Baltimore, only a few minutes away from Fell’s Point. Renting it gives you complete access to its facilities, except for the engine room. Capable of leeping up to five people, it features two cabins— one with a queen-size bed and another with two single beds. It also has a fully equipped kitchen where you can cook your own food. For an additional charge, you can go on a harbor cruise.
Top guest reviews
Amenities & Room:
very comfortable and quiet sleeping nice to sit on deck and watch the harborbeds were really comfy though ac was greatgreat unique experience there is a full bed and two small ones plus a small couch so spacious boatthe ac units were a nice surprise and made the temperature comfortable even in the raintoilets are a bit cramped and cranky but the marina has access to nice showers and toiletsCleanliness:
bed was comfortable and very cleanthe boat was clean and well appointed and the pier it is on is a quiet residential areaamazing location super clean and cozyit’s not a fancy boat but it was comfortable and cleanthis boat rocks very comfortable and cleanHost:
very nice boat and hostlots of friendly boat owners nearbyhis directions and instructions were clear and helpfulgreat host very respectful and responsivecristhian was a great host and was very quick to answer any questions that we hadRead more reviewsLocation:
such a cool space and great locationcool space in a great locationit’s a good neighborhood and pretty close to fells pointlocation was amazing and the experience was funchristian was great and it was close to everything
8. Contemporary yacht in Baltimore with a canvassed deck
Docked in Canton, this contemporary 12.2-m (40-ft) yacht boasts a canvassed deck where you can easily enjoy a breath of fresh air. It has a kitchen fully equipped with a Keurig coffee maker, cooking utensils, and dishes. It comes with two cabins, each equipped with a queen-sized bed.
In the main cabin, you will find a full private bathroom. Meanwhile, the other cabin has a separate entry to another bathroom. What’s more, you will have access to all of this rental’s facilities during your stay, except for the engine room.
Baltimore, Maryland, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
do not assume that means you will get hand towels and wash cloths for the bathroomsCleanliness:
it is clean and niceit was very spacious and cleaned very wellthe area is very safe and cleanthe boat was clean and well appointed and the pier it is on is a quiet residential areachristian was very responsive when we needed to be in contact with him and the cleanliness was outstandingHost:
response time from the host was awesomehis staff were also very responsivegreat host - very convenientcristhian was a great hostgreat host and great spaceRead more reviewsLocation:
good location on bostonlocation is greatgreat location and a boatthe location was fantasticgreat location for downtown and nearby
9. Elegant yacht in a full-service marina in Annapolis
This 11-m (36-ft) yacht is beautifully docked in a full-service marina in Annapolis, only a 10-minute drive from the city center.
During your stay here, you will have access to the marina’s amenities and facilities, which include a cafe, a supply store, a swimming pool, and water taxi services. Complimentary parking is also available in the marina, so you can bring a private vehicle without worrying about parking. Accommodating a maximum of four guests, this yacht offers two sofa beds in the common area.
Annapolis, Maryland, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
amenities are nice including the bath house and poolthe boat is a comfortable stay with all the amenities you would needwe enjoyed sleeping on a boat we made the most of the pool in the marinaso we knew what to expect cool alternative to a hotel room in annapolisthe boat offers a small tv and dvd play for watching movies and regular cable networksCleanliness:
clean bathhouse is 100ft awaythe bath house is convenient and cleanbath house was very clean and closemarina was great bath house was clean and the pool was superthe marina facilities are clean and convenientHost:
ken is a great hostken was an excellent hostken was very responsive to questions and direction even though he was out of the countryeveryone was very friendlyken is a fantastic hostRead more reviewsLocation:
the location is perfect with close proximity to everythinglocation was great and very safethe location is quite private and safesafe place to stay and great locationi returned for another trip because the location in the marina atmosphere is outstanding
10. Two-cabin yacht in a first-class marina in Baltimore
Situated in a first-class marina near the historic Fell’s Point, this two-cabin yacht can accommodate a maximum of four guests. It provides convenient access to many points of interest, such as American Visionary Art Museum (AVAM), Oriole Park at Camden Yards, and National Aquarium.
As a guest, you will have access to the entire rental except for the engine room. The main cabin is furnished with a queen-size bed, while the other cabin has two single beds. Meanwhile, the living room comes with a sofa bed.
Baltimore, Maryland, United States
11. Restored yacht from the film “Caddyshack”
Featuring 3 bedrooms, this 18.3-m (60-ft) yacht is the original yacht used in the classic film “Caddyshack.“ It was totally restored in 2017 to provide cozy accommodations by the water. It is also available for a cruise on Chesapeake Bay, which can be arranged upon booking for a minimal extra charge.
Capable of accommodating up to six people, it has a master bedroom equipped with a queen-size bed. The other two bedrooms have two single beds each, while the common area has a couch.
Stevensville, Maryland, United StatesSuperhostAccommodates: 6
Top guest reviews
Host:
the owner was great to work with and provided the ultimate customer servicerich was a great hostrich is a gracious hostexcellent hosts and an awesome experiencethe host was very nice and he responded back to emails quickRead more reviewsLocation:
a fun spot in a beautiful location with tons of very unique characterthis is a great location and setting to relax and enjoy the waterjust a super place to stay
12. Modern yacht in Baltimore
Located in Canton, Baltimore, near Fell’s Point, this 11-m (36-ft) yacht can accommodate up to 4 people. During your stay here, you will have access to all facilities except for the engine room. It has a double bed and a sofa bed in the common area.
You can easily go on a harbor cruise, thanks to the many options available on the pier. If you are here for a long-term stay, you can take advantage of the dryer and washer provided to do your laundry.
Baltimore, Maryland, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
the sleeping cabins are very comfortablea/c worked well tooportable ac units throughout the cabin kept it at a comfortable temperaturethe fans and air conditioners were perfect for keeping a comfortable temperature throughout the cabinwe loved sitting in the open night air and watching the city from our cozy place to stayCleanliness:
awesome time on cristhian’s boat clean and comfythe cabin offered a clean cool escape from the heatcristhan gave very precise instructions upon arrival yacht was clean and the beds were very comfythe yacht was private clean and in a safe locationHost:
host was awesome from onset of reservationgreat stay with a great hosthosts are great and respond quicklythe host is incredible and will make sure you have any and all information needed quicklychristian is a great hostRead more reviewsLocation:
the location is safe and within easy walking distance to great restaurants and retailgreat place to stay close to everythingwalking distance from many great restaurants and fun barsgreat location cozy and relaxinggreat location felt very safe
Discover Maryland’s majestic natural wonders
Do not let Maryland’s size fool you because it has a rich culture and abundant in natural wonders and many exciting things to do. It is one of the best states you can visit if you want to feel the ocean breeze on your skin and breath some fresh air. You can stay in one of the many yacht charters in Maryland, USA, so make sure that you check them out!
Frequently asked questions about yacht charters in Maryland, USA
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