Top picks for Annapolis Boat experiences

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Discover 14 Boat experiences in Annapolis on Trip.com, updated October 18, 2026, with experiences lasting from 1 to 8 hours. Find the perfect adventure for your day!

From CAD 33.58 per person, with an average total of CAD 85.73. Choose the option that suits your plan.

With 397 verified reviews, Boat experiences Annapolis boast an average rating of 4.7.

This week's most popular Boat experiences: "Baltimore: Inner Harbor Sightseeing Cruise", with 131 reviews and a 4.8 rating.

Now on Trip.com: "Annapolis: Round Trip Cruise to St. Michaels", a 8-hour adventure in Annapolis!

The next available day tour departs on October 19, 2026. Book now to secure your spot!

Annapolis Boat experiences usually take about 8 hours — perfect for a relaxed, immersive experience!

October is the perfect time to visit Annapolis! Choose from 14 available day tours, including seasonal favorites like Baltimore: Inner Harbor Sightseeing Cruise.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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14 results for Annapolis Boat experiences

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Reviews/Trip Moments

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Reviews: Annapolis: Round Trip Cruise to St. Michaels
Guest User2026-08-30
The two ladies we met at the ticket stand wer very cheerful and welcoming. That was a great start. 😊 We loved the calm, serene sailing experience that wasn't crowded. Just the right crowd. When asked, we mentioned that we were celebrating our anniversary, but we didn't hear anything further of it.šŸ˜• Overall, it was a great day.
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Reviews: Annapolis Sunset Cruise
Guest User2026-09-07
If I have another star for this event they deserve more than five. I’m really excited about this experience was so cute and the person work there was so kind and safe.
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Reviews: Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise
Guest User2026-09-30
It was a very nice boat ride around the harbor. We learned a lot about the city and the academy. I only wish the ride was longer to spend more time on the water.
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Reviews: DC: City Cruises Gourmet Brunch, Lunch, or Dinner Cruise
Guest User2026-10-09
I loved the hostess she was very attentive and professional. You can improve on the food I really didn't eat anything the salad was nasty the chicken was dry otherwise the experience was good
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Reviews: Washington DC: Pirate Ship Cruise with Open Bar
Guest User2026-10-12
I will ride again
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