Top 12 Yacht Charters In Maryland, USA - Updated 2024

Ninna
Ninna 
Updated
| 5 min read

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.

Stayed at this property?
Rock Hall, Maryland, United States
33 reviews   Superhost Wifi Available
Boat 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
boat was clean and very relaxing
boat comes with everything you need and a clean stocked bathroom is just steps away
the secure and clean marina bathroom is only a short walk away
Host:
easy to communicate with the host
don was an amazing host the boat and marina were an experience that we will never forget
don was kind professional and takes pride in hosting his boat
don is an extremely hospitable and friendly host who takes a lot of pride in his trade
the neighbors were friendly and the area was quiet especially in the morning
Location:
great restaurants in town then back to the boat for sunset couldn't ask for a better location
we had a wonderful stay overnight at this location from check-in to check-out
nice boat great location and amenities
Read more reviews

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!

Stayed at this property?
Annapolis, Maryland, United States
3 reviews   Superhost Wifi Available
Boat 3 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Cleanliness:
the boat was immaculately clean and very cozy and warm
Host:
maryline is an excellent host and her sailboat was absolutely perfect
Read more reviews

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.

Stayed at this property?
44 reviews   Wifi Available
Boat 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
it was very clean and we had a wonderful view
the accommodations are clean and very unique place to stay compared to the land alternatives
boat was amazing—spacious clean as a whistle beautiful view
Host:
lena and her husband were perfect hosts—communicative gracious attentive (but not too much so)
mena was very helpful and responsive
Location:
a great experience on the water and walking distance from annapolis
an easy walk to many places to eat and explore
beautiful views walking distance to great food and unique atmosphere
excellent location with great views
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
Annapolis, Maryland, United States
349 reviews   Superhost Wifi Available
Boat 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
and we got great restaurant reviews from ryan including iron rooster and preserve
the boat itself is in great condition and had all the amenities that a small apartment would have
Cleanliness:
my studio was exceptionally clean upon arrival
beautiful clean and convenient
everything was convenient and clean
ryan’s studio was impeccably clean and very well kept overall
super clean comfortable and convenient though a little exotic
Host:
ryan is the perfect host
ryan was a wonderful host
ryan was an excellent host
ryan is a great host everything is explained in great detail
ryan is a great and attentive host
Location:
walking distance to many great places
great accommodations in an ideal location
the location is so convenient to many great restaurants and just a short walk to the downtown
great location right across the bridge from annapolis within walking distance of restaurants historic sites and stores
great location with easy walking access to eastport and annapolis
Read more reviews

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.

Stayed at this property?
Edgewater, Maryland, United States
15 reviews   Wifi Available
Boat 10 Beds 10 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 10

Top guest reviews
Host:
the hosts were very accommodating and easy to work with
great overall trip with a great host
great experience and great host we chartered the boat as well which made it even better
beautiful boat tony was a great host very helpful and accommodating
enjoyed our time but experienced significant challenges in attempting to communicate our intentions with the host
Read more reviews

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.

Stayed at this property?
Annapolis, MD, US
8 Guests 3 Bedrooms 3 Bathrooms
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
Baltimore, Maryland, United States
656 reviews   Wifi Available
Boat 3 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
very comfortable and quiet sleeping nice to sit on deck and watch the harbor
beds were really comfy though ac was great
great unique experience there is a full bed and two small ones plus a small couch so spacious boat
the ac units were a nice surprise and made the temperature comfortable even in the rain
toilets are a bit cramped and cranky but the marina has access to nice showers and toilets
Cleanliness:
bed was comfortable and very clean
the boat was clean and well appointed and the pier it is on is a quiet residential area
amazing location super clean and cozy
it’s not a fancy boat but it was comfortable and clean
this boat rocks very comfortable and clean
Host:
very nice boat and host
lots of friendly boat owners nearby
his directions and instructions were clear and helpful
great host very respectful and responsive
cristhian was a great host and was very quick to answer any questions that we had
Location:
such a cool space and great location
cool space in a great location
it’s a good neighborhood and pretty close to fells point
location was amazing and the experience was fun
christian was great and it was close to everything
Read more reviews

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.

Stayed at this property?
Baltimore, Maryland, United States
394 reviews   Wifi Available
Boat 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
do not assume that means you will get hand towels and wash cloths for the bathrooms
Cleanliness:
it is clean and nice
it was very spacious and cleaned very well
the area is very safe and clean
the boat was clean and well appointed and the pier it is on is a quiet residential area
christian was very responsive when we needed to be in contact with him and the cleanliness was outstanding
Host:
response time from the host was awesome
his staff were also very responsive
great host - very convenient
cristhian was a great host
great host and great space
Location:
good location on boston
location is great
great location and a boat
the location was fantastic
great location for downtown and nearby
Read more reviews

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.

Stayed at this property?
Annapolis, Maryland, United States
172 reviews   Wifi Available
Boat 4 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
amenities are nice including the bath house and pool
the boat is a comfortable stay with all the amenities you would need
we enjoyed sleeping on a boat we made the most of the pool in the marina
so we knew what to expect cool alternative to a hotel room in annapolis
the boat offers a small tv and dvd play for watching movies and regular cable networks
Cleanliness:
clean bathhouse is 100ft away
the bath house is convenient and clean
bath house was very clean and close
marina was great bath house was clean and the pool was super
the marina facilities are clean and convenient
Host:
ken is a great host
ken was an excellent host
ken was very responsive to questions and direction even though he was out of the country
everyone was very friendly
ken is a fantastic host
Location:
the location is perfect with close proximity to everything
location was great and very safe
the location is quite private and safe
safe place to stay and great location
i returned for another trip because the location in the marina atmosphere is outstanding
Read more reviews

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.

Stayed at this property?
Baltimore, Maryland, United States
Boat 3 Beds 2 Bedrooms 2 Bathrooms

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.

Stayed at this property?
Stevensville, Maryland, United States
54 reviews   Superhost Wifi Available
Boat 5 Beds 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6

Top guest reviews
Host:
the owner was great to work with and provided the ultimate customer service
rich was a great host
rich is a gracious host
excellent hosts and an awesome experience
the host was very nice and he responded back to emails quick
Location:
a fun spot in a beautiful location with tons of very unique character
this is a great location and setting to relax and enjoy the water
just a super place to stay
Read more reviews

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.

Stayed at this property?
Baltimore, Maryland, United States
370 reviews   Wifi Available
Boat 2 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the sleeping cabins are very comfortable
a/c worked well too
portable ac units throughout the cabin kept it at a comfortable temperature
the fans and air conditioners were perfect for keeping a comfortable temperature throughout the cabin
we loved sitting in the open night air and watching the city from our cozy place to stay
Cleanliness:
awesome time on cristhian’s boat clean and comfy
the cabin offered a clean cool escape from the heat
cristhan gave very precise instructions upon arrival yacht was clean and the beds were very comfy
the yacht was private clean and in a safe location
Host:
host was awesome from onset of reservation
great stay with a great host
hosts are great and respond quickly
the host is incredible and will make sure you have any and all information needed quickly
christian is a great host
Location:
the location is safe and within easy walking distance to great restaurants and retail
great place to stay close to everything
walking distance from many great restaurants and fun bars
great location cozy and relaxing
great location felt very safe
Read more reviews

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!

Stayed at this property?

Frequently asked questions about yacht charters in Maryland, USA


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Ninna, a writer and traveler, encourages everyone to explore the world one city at a time, unveiling its myriad surprises.

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