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Sailing in Annapolis
Real sailing in Annapolis — live ratings, prices, and booking links.
Real sailing in Annapolis
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Annapolis Colonial and Maritime History Walking Tour
★ 5.0(6 reviews)· 2 hrs
From €35
Half-Day Small-Group Tour of Annapolis Valley
★ 5.0(41 reviews)· 6 hrs
From €112
Bonaire Landsailing Adventures
★ 5.0(785 reviews)· 2 hrs
From €58
Historic Annapolis Walking Tour - Small Group Guided Tour
★ 4.9(17 reviews)· 2 hrs
From €31
Parasailing Adventure in Anna Maria Island
★ 4.9(76 reviews)· 1h 30m
From €106
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
★ 4.8(49 reviews)· 1h 30m
From €51
Historic Annapolis Food Tour
★ 4.7(48 reviews)· 3h 30m
From €71
The Original Walking Ghost Tour by Annapolis Ghost Tours
★ 4.4(45 reviews)· 1h 30m
From €23
Real listings from Viator, including live ratings and prices — clicking through takes you to book directly.
What to check before you book
- Compare what's actually included (guide, food, transport, entry fees) rather than just the headline price.
- Check the cancellation policy before booking, especially for weather-dependent or timed experiences.
- Read the meeting point details carefully — some tours start away from the main attraction.
Best time for sailing in Annapolis
Real weather data, based on the last 3 years — useful for outdoor plans, less relevant for indoor experiences.
January
6° / -1°C
~88mm rain
April
20° / 10°C
~141mm rain
July
30° / 22°C
~174mm rain
October
20° / 11°C
~48mm rain
Good to know
Annapolis is in United States. The local currency is the United States dollar ($).
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FAQs — Sailing in Annapolis
Based on real current ratings, "Annapolis Colonial and Maritime History Walking Tour" is the highest-rated option we found (5.0 stars) — see the listings above.