Annapolis's Favorite

Tour Boat

  • Charter Cruises up to 32 people
  • Private & Public Group Events
  • Corporate/Team Building Trips
  • Bachelorette & Bachelor Cruises
  • Sunset Cruises & Custom Packages

Annapolis Boat Tours

Tour Boat Annapolis provides boat tours & cruises in Annapolis, MD. Our boat tours are a unique and fun way to experience the beautiful city of Annapolis. We hope to entertain everyone from families, tourists, locals, etc. Come see us to learn about the area, celebrate an occasion, or just get out and enjoy the water. The tour strictly remains in the protected waters of the harbor; from the Naval Academy through Ego Alley and up into Spa Creek. Bring your own food/snacks and beverages if you choose (ice, water, and coolers are provided). There will be no alcohol sales onboard.

2 Charter Boats for Rent in Annapolis

Annapolis Lady

Annapolis Lady

The Annapolis Lady is our larger vessel capable of handling up to 32 people. We offer the same sightseeing cruises around Annapolis highlighting its beauty. We also offer sunset cruises, celebration cruises, corporate events, etc. The Annapolis Lady also hosts special event cruises featuring live musical performances from local artists.

Annapolis Girl

The Annapolis Girl is the smaller vessel in our fleet, featuring sightseeing cruises around the beautiful city of Annapolis, sunset cruises, date nights, celebrations, corporate events, etc.. The Annapolis Girl allows up to 6 guests, creating a more personal, intimate setting for your charter.

Annapolis Boat Tour Charters

Sunset Cruises"
Sunset Cruises
Sightseeing Cruises"
Sightseeing Cruises
Corporate Events
Special Events

Reviews from Customers

What a great time! Wonderful day on the water seeing some sites while listening to live music by Ryan Forrester topped off with a sunset… what else could you ask for??!!!!
Take the sunset cruise-you will not be disappointed! We went on one of the live music cruises and had the best time. The crew was fantastic, super friendly, and pointed out many landmarks on the waterways. This is a great way to explore the area and get some time out on the water. 10/10 would do this again! Loved that we could BYOB and food.
From the moment we stepped aboard, it felt like stepping into a dream gently floating on the Chesapeake. The rhythm of the waves, the sun painting golden streaks across the sky, and the boat cutting a graceful path through the harbor — it was more than just a tour; it was magic. You gave us the kind of experience that lingers long after the dock fades from view, wrapped in the soft scent of saltwater and summer air.

Jeff and Trevor, thank you from the deepest part of our hearts. Your warmth, humor, and knowledge were the soul of our journey. You didn’t just show us Annapolis — you shared it, like proud storytellers guiding us through history, hidden gems, and the beauty that can only be found from the water. You made every moment personal, every detail unforgettable. We laughed, we learned, we fell a little more in love with the city — and honestly, with the whole experience.

We’ll be talking about this for years. The way the light hit the sails in the harbor, the calm we felt as the boat hummed along the shoreline, and the kindness you both showed us — it was perfect. Tour Boat Annapolis, you’ve ruined all future boat rides for us in the best possible way. Until next time (and there will be a next time), know that you’ve left a piece of your magic in our hearts.
Booked the large boat for my sisters bachelorette, & Trevor & Jeff were great & made sure we had the best time! We wanted to swim & they made it happen. The coolers and ice were provided. We had a great time$
this was the best day of my life, nothing will
top it. even when my kids are born or i get married, i will think that my day with trevor and jeff was better. i would die for trev and jeff ill think of them forever
I recently went on a booze cruise, and it was a fantastic way to spend an afternoon on the water! The vibe was energetic and fun, with music pumping, drinks flowing, and a lively crowd. Trevor and Jeff were safe personable captains! Would come back to Annapolis just to cruise with Trevor and Jeff again!
Trevor saved me from drowning. His boat was like a second home to me. The bathroom was a delightfully devilish touch. Would easily ride with Trevor and Jeff again and again and again and again. 10 out of 10 ride.
Amazing experience for my bachelorette party with Captain Jamie and his deckhand Devin. It was a very personalized experience and Devin even helped us capture some amazing photos along the way!!! Highly recommend to anyone looking to celebrate an event or just cruise along the beautiful water. It was S O MUCH FUN and super affordable !!!
I loved it! Very nice crew. We went for the Fourth of July which was so fun watching the fireworks! It was a nice relaxing boat ride. They let us quickly grab our drinks before we left! Music was upbeat. Overall would recommend.
We had the best time!!! We rented the boat for 3 hours for my best friend’s bachelorette & had a blast

 

Boat Schedules

 

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