Enjoy relaxing time on the water with wine, cheese and stunning views of Baltimore Harbor.
Baltimore, · Water sports
Listing highlights
What you’ll do
This experience is hosted in English.
5.0 out of 5 stars, from 230 reviews
5.0, · 230 reviews
0 of 0 items showing
, · May 2026
Great way to see the Inner Harbor. Sunset was a plus.
Eileen
United States
, · May 2026
We had such a beautiful cruise. Our hosts were so knowledgeable. So not only did we get a beautiful cruise but also a history lesson. They are such expert sailors (I was very impressed) so we felt we were in such good hands. Would definitely go out again when we are in the Baltimore area and take our friends next time.
Dana
Monrovia, CA
, · May 2026
Had a great time.
Mike
Monrovia, CA
, · April 2026
We had the best time on the wine and cheese sunset cruise with Susan and Steve! Everything was so relaxing and calm, the weather was perfect, and the whole experience felt really special. We’re already talking about coming back again and bringing friends/family next time. Highly recommend!
Alyssa
Charlotte, NC
, · October 2025
We had an amazing evening on the sail boat for our sunset cruise. Our hosts Susan and Steve were welcoming and knowledgeable and made sure everything ran smooth and that we all had a wonderful time. Looking forward already to booking again next season!
Katherine
Silver Spring, MD
, · September 2025
My husband and I did the sunset sail to celebrate our one year anniversary being married! We had a great experience with steve and suzanne! we had an issue with traffic but they were very nice and accommodating ! we had a lovely chat and enjoyed the sunset!
Diana
Philadelphia, PA
Upcoming availability
0 of 0 items showing
Where we’ll meet
Waterfront promenade at Tindeco Wharf/Bayside Cantina. Look for the boat with the "SeaAffinity" banner.
Baltimore, Maryland, 21224
0 of 0 items showing
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About me
Founder of SeaAffinity
I am the founder and director of SeaAffinity, Inc., a Baltimore-based non-profit that combines my passions for sailing and education. My wife Suzanne and I have sailed nearly fifty boats of various sizes in the Chesapeake and Caribbean. I'm also a US Sailing Instructor, Instructor Trainer, and Master Instructor Trainer.
Message Steve
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Things to know
Guest requirements
Guests ages 2 and up can attend, up to 6 guests total.
Activity level
The activity level for this experience is light and the skill level is beginner.
Cancel at least 1 day before the start time for a full refund.
Water sports with knowledgeable hosts
Water sports are led by surfers, boaters, and other hosts who showcase what makes the city unique.
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From
$125From $125, per guest
/ guest
Free cancellation
Show dates
Wine and cheese Sailing
5.0 · 230 reviews
From
$125From $125, per guest
/ guest
Free cancellation
Show dates
What you’ll do
Board the sailboat
Receive a short safety briefing before we head out.
Sail and sip
Head to Baltimore Harbor to enjoy wine, cheese and crackers.
This experience is hosted in English.
5.0 out of 5 stars, from 230 reviews
5.0, · 230 reviews
0 of 0 items showing
, · May 2026
Great way to see the Inner Harbor. Sunset was a plus.
Eileen
United States
, · May 2026
We had such a beautiful cruise. Our hosts were so knowledgeable. So not only did we get a beautiful cruise but also a history lesson. They are such expert sailors (I was very impressed) so we felt we were in such good hands. Would definitely go out again when we are in the Baltimore area and take our friends next time.
Dana
Monrovia, CA
, · May 2026
Had a great time.
Mike
Monrovia, CA
, · April 2026
We had the best time on the wine and cheese sunset cruise with Susan and Steve! Everything was so relaxing and calm, the weather was perfect, and the whole experience felt really special. We’re already talking about coming back again and bringing friends/family next time. Highly recommend!
Alyssa
Charlotte, NC
, · October 2025
We had an amazing evening on the sail boat for our sunset cruise. Our hosts Susan and Steve were welcoming and knowledgeable and made sure everything ran smooth and that we all had a wonderful time. Looking forward already to booking again next season!
Katherine
Silver Spring, MD
, · September 2025
My husband and I did the sunset sail to celebrate our one year anniversary being married! We had a great experience with steve and suzanne! we had an issue with traffic but they were very nice and accommodating ! we had a lovely chat and enjoyed the sunset!
Diana
Philadelphia, PA
Show all reviews
Learn how reviews work
Upcoming availability
0 of 0 items showing
Where we’ll meet
Waterfront promenade at Tindeco Wharf/Bayside Cantina. Look for the boat with the "SeaAffinity" banner.
Baltimore, Maryland, 21224
More experiences in Baltimore
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From $69/ guestFrom $69, per guest
, · 4.83 out of 5 average rating4.83
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From $77/ guestFrom $77, per guest
, · 4.89 out of 5 average rating4.89
See DC In A Day - National Mall Tour
Landmarks, · 4 hours
From $99/ guestFrom $99, per guest
, · 4.94 out of 5 average rating4.94
Arlington National Cemetery Guided Walking Tour
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From $39/ guestFrom $39, per guest
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Sailing in Baltimore
Water sports, · 2 hours
From $75/ guestFrom $75, per guest
, · 4.97 out of 5 average rating4.97
Adams Morgan & Kalorama: Hidden Histories Walk
Cultural tours, · 1.5 hours
From $35/ guestFrom $35, per guest
, · 5.0 out of 5 average rating5.0
Baltimore Night Sailing
Water sports, · 2 hours
From $100/ guestFrom $100, per guest
, · 5.0 out of 5 average rating5.0
About me
Founder of SeaAffinity
I am the founder and director of SeaAffinity, Inc., a Baltimore-based non-profit that combines my passions for sailing and education. My wife Suzanne and I have sailed nearly fifty boats of various sizes in the Chesapeake and Caribbean. I'm also a US Sailing Instructor, Instructor Trainer, and Master Instructor Trainer.
Message Steve
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Wine and cheese Sailing
Enjoy relaxing time on the water with wine, cheese and stunning views of Baltimore Harbor.