Search flights, hotels & activities for Maine
Compare flights, hotels, cars, and activities in one place.
500+airlines & travel sites compared
21,000+routes tracked
€0booking fees from us
Freeprice drop alerts
Sailing in Maine
Real sailing in Maine — live ratings, prices, and booking links.
Real sailing in Maine
Ad
Ad
Ad
Ad
Ad
Ad
Ad
Ad
Casco Bay Morning Windjammer Sail
★ 4.9(30 reviews)· 2 hrs
From €54
Day Sails and Sunset tours on Schooner Surprise in Camden Maine
★ 4.9(111 reviews)· 2 hrs
From €70
Windjammer Classic Sunset Sail from Camden, Maine
★ 4.9(462 reviews)· 2 hrs
From €58
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
★ 4.8(49 reviews)· 1h 30m
From €51
Afternoon Windjammer Cruise Along the Coast of Portland Maine
★ 4.7(218 reviews)· 2 hrs
From €62
Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor
★ 4.6(143 reviews)· 2 hrs
From €49
Portland Tall Ship Cruise on Casco Bay
★ 4.6(240 reviews)· 2 hrs
From €88
1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain
★ 4.1(659 reviews)· 2 hrs
From €62
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 Maine
Real weather data, based on the last 3 years — useful for outdoor plans, less relevant for indoor experiences.
January
-2° / -10°C
~98mm rain
July
26° / 18°C
~168mm rain
October
14° / 6°C
~28mm rain
Other things to do in Maine
Plan the rest of your trip
Continue planning your trip to Maine
Same destination, real availability — no need to search again.
FAQs — Sailing in Maine
Based on real current ratings, "Casco Bay Morning Windjammer Sail" is the highest-rated option we found (4.9 stars) — see the listings above.