Enjoy relaxing time on the water with wine, cheese and stunning views of Baltimore Harbor.
Baltimore, · Water sports
Listing highlights
Around 2 hr experience
Hosted in English
What you’ll do
4.99 out of 5 stars, from 238 ratings
4.99, · 238 ratings
0 of 0 items showing
Briana
Nashville, TN
, · 4 days ago
This has been my favorite thing I’ve done since getting to Baltimore! The hosts are so interesting to speak to, knowledgeable about the city, and good at what they do. Their hospitality is exceptional and I’m appreciative I found them!
Ana
United States
, · 1 week ago
It was a perfect night. Beautiful sunset. Our hosts did a great job. I would definitely recommend and I would totally do it again!
Christian Paul
Ewa Beach, HI
, · 3 weeks ago
I definitely recommend this tour with Steve and Suzanne. Even though I was alone on this tour. They made sure I had a great time. Very knowledgeable about the city. Both of them are super nice and welcoming.
Mary
United States
, · August 2026
We loved our wine and cheese sailing experience. We enjoyed learning about the history of the harbor and truly enjoyed a beautiful evening on the water. Our hosts made us comfortable and our conversations were fun. Would love to do it again!!
Shaiem
Fayetteville, NC
, · August 2026
Great and unique experience. I highly recommend this.
Darlene
United States
, · August 2026
I was looking for an easy and relaxing time and it highly met my expectations. Really impressed with the captain’s and crew knowledge of the boat and location and their purpose was phenomenal. The cause of helping to teach math and stem skills to students in Baltimore was worth the trip around the harbor. The price point is perfect for a quick change in scenery. I will add this to my list versus going to hang out at a restaurant /bar!
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
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.
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.
See an issue?
From / guest
Free cancellation
Wine and cheese Sailing
4.99 · 238 reviews
From / guest
Free cancellation
What you’ll do
4.99 out of 5 stars, from 238 ratings
4.99, · 238 ratings
0 of 0 items showing
Briana
Nashville, TN
, · 4 days ago
This has been my favorite thing I’ve done since getting to Baltimore! The hosts are so interesting to speak to, knowledgeable about the city, and good at what they do. Their hospitality is exceptional and I’m appreciative I found them!
Ana
United States
, · 1 week ago
It was a perfect night. Beautiful sunset. Our hosts did a great job. I would definitely recommend and I would totally do it again!
Christian Paul
Ewa Beach, HI
, · 3 weeks ago
I definitely recommend this tour with Steve and Suzanne. Even though I was alone on this tour. They made sure I had a great time. Very knowledgeable about the city. Both of them are super nice and welcoming.
Mary
United States
, · August 2026
We loved our wine and cheese sailing experience. We enjoyed learning about the history of the harbor and truly enjoyed a beautiful evening on the water. Our hosts made us comfortable and our conversations were fun. Would love to do it again!!
Shaiem
Fayetteville, NC
, · August 2026
Great and unique experience. I highly recommend this.
Darlene
United States
, · August 2026
I was looking for an easy and relaxing time and it highly met my expectations. Really impressed with the captain’s and crew knowledge of the boat and location and their purpose was phenomenal. The cause of helping to teach math and stem skills to students in Baltimore was worth the trip around the harbor. The price point is perfect for a quick change in scenery. I will add this to my list versus going to hang out at a restaurant /bar!
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
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.
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.