Chesapeake Bay Sailing Trip

Enjoy a Relaxing Scenic Sailboat Ride on the Chesapeake Bay

5 stars 70 Reviews
participants participants Price for 2 participants

Enjoy the beauty of the Chesapeake Bay during an hour and a half sightseeing sailing trip aboard the Crab Royale, an Irwin 40 MKII. This five-star rated experience gift is one of the best things to do on Maryland's beautiful Eastern Shore!

The fun begins in Rock Hall, MD when you meet with the friendly Captain Mark and his first mate Suzanne at the dock. They will welcome you aboard the sailboat and fill you in on the details of this 90 minute sailing trip on the Bay. Once everyone has boarded the boat, it’s time to head out to the open waters. After the Captain has navigated the ship out of the marina into Chesapeake, you and the rest of the guests can take your turn at the helm, help raise the sails or simply sit back and relax and enjoy a complementary beverage. The sun sparkling off of the Bay, the fresh sea air and picturesque views are just a few of the things this popular experience has to offer.

So whether you are looking for the perfect unique gift or fun things to do on the Eastern Shore, this Chesapeake Bay Sailing Trip is the ticket!

Who
The Chesapeake Bay Sailing Trip Xperience Certificate® is for two participants. There will be up to four additional participants on the sail.

Guests
This experience is not suitable for non-paying guests.

Location
Maryland, Rock Hall

When
The Chesapeake Bay Sails are offered seven days a week April thru October, subject to availability. May through August sails typically take place at 10:00 AM, 12:00PM, 2:00 PM, 4:00 PM and 1˝ hour prior to sunset. April and September through October weekday sails are offered 1˝ hour prior to sunset and weekend sails typically take place at 10:00 AM, 12:00PM, 2:00 PM, 4:00 PM and 1˝ hour prior to sunset.

Duration
The Eastern Shore Sail Boat Rides have a cruise length 1˝ hours and a total duration of approximately 2 hours.

Weather
The Chesapeake Bay Sailing Trips may be rescheduled by the Captain due to high winds, heavy rain, fog or other inclement weather.

What to wear
Dress comfortably, flat, non-marking rubber-soled shoes and layers are recommended for this sailing adventure.

Additional Information
Sails take place on a an Irwin 40 MKII which is skippered by a USCG-licensed captain and crew. Participation is limited to individuals 3 years of age or older.

While motion sickness is possible, it is unlikely and can be reduced by avoiding heavy meal(s) prior to the scheduled sail. All passengers must sign a release form.

Gratuity for the Captain & Crew is not included and may be extended following your sail.

ITEM/SKU NUMBER  XD-963-001

Cancellation Policy
All changes to reservations for the Chesapeake Bay Sailing Experience require seven (7) days advance notice.

Xperience Certificates® cannot be exchanged once a reservation for the experience has been made.

Sailing Adventure 

5 stars

This was a gift from our children. It was a great adventure we loved it so much we will definitely book this again as a gift or for ourselves 

- - Rock Hall Maryland, Tuesday, October 08, 2013

Sailing for Two 

5 stars

What a fantastic gift to give someone! This trip was given to me as a 50th bday gift. We could have not asked for a more beautiful evening to sail. The crew was extremely nice. The boat was just beautiful. The overall experience was one I will be taking about for a long time. 

- - Rock Hall, MD, Tuesday, October 08, 2013

Blue Crab Chesapeake Bay Charters 

5 stars

We spent 2 wonderful hours in the company of Captain Mark and his First Mate on their beautiful boat they were delightful hosts. The weather was perfect and we were under sail all the way - what a lovely, relaxing experience it was! We would definitely recommend Blue Crab to all our friends and family. 

- - Rock Hall, Saturday, October 05, 2013

Out of this world experience! 

5 stars

Great sailing experience. The captain and crew were awesome: Attentive, knowledgeable and super fun! I have recommended them to my family! 

- - Rock Hall , MD, Friday, September 06, 2013

Chesapeake Sailing 

5 stars

We had a wonderful trip. Captain Mark and his wife were very accommodating, putting us at ease and making sure we were comfortable. We thoroughly enjoyed our sailing trip and would recommend this trip to everyone. 

- - Rock Hall, Maryland, Monday, September 02, 2013

Great Time 

5 stars

We had a wonderful time, the only thing that would have made it better, would have been a longer sail. 

- - Rock Hall MD, Tuesday, August 20, 2013

Sailing 

5 stars

A very nice sailing experience with Capt. Mark. 

- - Chesapeake Bay, Saturday, July 13, 2013

A Wonderful Afternoon 

5 stars

My husband and I spent a wonderful afternoon with with Captain Mark on his beautiful sailboat. The margaritas were great and the views were spectacular! 

- - Falls Church, VA, Wednesday, June 26, 2013

Chesapeake Bay Cruise 

5 stars

Great morning on the boat. Would highly recommend the trip to anyone. Very hard to beat Mark and Suzanne as crewmates. will definitely come back again. 

- - Frederick, MD, Tuesday, June 25, 2013

Chesapeake Bay Sailing 

5 stars

Really nice experience, great crew. It was have been nice to go out to the Bay Bridge. 

- - Rockhall, MD, Monday, June 17, 2013

Chesapeake Bay Sailing 

5 stars

Perfect evening for sailing, beautiful sunset, great boat, and Captain Mark was the best. 

- - Rockville, MD, Sunday, May 26, 2013

Sunset Sail 

5 stars

We has a wonderful time recently with Captain Mark and First (and only) Mate Suzanne. This was our second trip with them, after a gap of a few years, and it was as delightful as before. They were kind and helpful when our out-of-town friend's six-year-old got a little seasick and thought he would throw up (he didn't!). We plan another trip with Mark and Suzanne soon. Their service is one of the nicest features of a nice town. 

- - Rock Hall MD, Sunday, May 05, 2013

Great trip 

5 stars

My wife and I had a great time. The whole experience was very relaxing and a nice way to get out of the city for a while. 

- - Washington, D.C., Monday, October 15, 2012

Sunset Sail 

5 stars

We had a great time with Capt. Mark and his crew. The wind was great, and we had a perfect sunset sail. Would recommend this to any couple for a special evening. 

- - Gettysburg, PA, Tuesday, October 02, 2012

Chesapeake Bay Sailing 

5 stars

Fantastic! I would do it again and again! Captain and crew were great! 

- - Rock Hall, Sunday, September 30, 2012

Sailboat ride 

5 stars

Fabulous. Definitely a 5. 

- - Aston, PA, Thursday, September 20, 2012

Sailing 

5 stars

We had a very nice day. Not a lot of wind, but Captain was a great host, very friendly and engaging. 

- - Chadds Ford, PA, Saturday, August 11, 2012

Chesapeake Bay Sailing 

5 stars

My husband and I had a great time sailing. Captain Mark and Suzanne were personable, and made it a fun experience. The complimentary margaritas were a nice surprise! I would definitely recommend this experience to other couples and families. 

- - Dover, DE, Tuesday, July 17, 2012

Excellent Evening 

5 stars

My husband and I had a wonderful time with Captain Mark and Suzanne! They were personable, knowledgeable, and gave us a great tour of the Rock Hall area. We would definitely go again! 

- - Baltimore, MD, Friday, July 06, 2012

Bay Sailing Cruise 

5 stars

A great sail. It was a very hot day, but very comfortable on the water. The captain and crew were very hospitable and enjoyed showing off their community. Rock Hall is a bit of a hike, but a nice little town. 

- - Washington, Tuesday, July 03, 2012

Sailing Trip 

5 stars

Had a great time sailing with Captain Mark and Mate Suzanne. Everything was so perfect. 

- - Valley Lee, Tuesday, June 26, 2012

Chesapeake Bay Sailing 

5 stars

My daughter and I had the most enjoyable sailing experience last Sunday with Captain Mark and his first mate Suzanne. It was a beautiful evening and the sunset was spectacular. Captain Mark timed the crescendo of Taichovsky perfectly as the last bit of sun descended over the water. The weather was perfect and Mark and Suzanne make it a most memorable experience with their pleasant, friendly demeanor. I highly recommend this experience to others. 

- - Washington, D.C., Sunday, June 17, 2012

Sailing on the Chesapeake 

4 stars

Captain Mark runs a good show. We had a nice sail on a beautiful evening with well timed music to cap off the sunset. We would recommend this and plan on doing it again. 

- - Chesapeake Bay, Wednesday, June 13, 2012

Chesapeake Sailing 

5 stars

We had a wonderful time on this sailing adventure. Captian Mark and Suzanne were amazing. This is definitely an amazing way to see the sunset over the Baltimore skyline, and a fun way to spend time with your loved one. I would definitely do this again. 

- - Carlisle, PA, Sunday, June 03, 2012

Saiing Chesapeake 

5 stars

I booked this as a gift for my then fiance as a christmas present. Unfortunately, we could not make the date last year because my father passed away. A year later we were still able to make the trip. Mark and Suzanne were very accomodating and friendly. It was a calming sailing experience. 

- - Gaithersburg, MD, Monday, November 21, 2011

Sailing Chesapeake Bay 

5 stars

We had an awesome time sailing the Chesapeake Bay out of Rock Hall, Maryland. We often cruise the bay in our powerboat but not too often in a sailboat. The water was a little rough with the impending hurricane, but we had a wonderful time and lots of wind to fill the sails! Thank you for a great time. 

- - Rock Hall, MD, Monday, October 17, 2011

Sailing 

5 stars

We had a wonderful experience with Captain Mark and his boat sailing out of Rock Hall, MD. 

- - Rock Hall, Monday, October 17, 2011

Amazing Time!! 

5 stars

This was the best 2 hours spent unwinding and relaxing in Quiet!! Captain Mark and Susan were great..Thank You!! 

- - MARYLAND, Saturday, October 01, 2011

Sailing Review 

5 stars

Mark and Suzanne were perfect hosts! They know how to make their guests relax and have fun. We were able to bring champagne on the boat, take lots of photos, and enjoy a gorgeous sunset. They even let my boyfriend surprise me with a proposal on the boat! Thanks for a wonderful experience! 

- - Rock Hall, MD, Tuesday, September 13, 2011

Terrific Sail 

5 stars

My kids bought me a sailing trip and gave me a trip filled with love. Just 2 hours on this boat is vacation. Thank you Captain Mark and the loyal first mate! 

- - Stafford, VA, Wednesday, September 07, 2011

Great Sailing Trip! 

5 stars

I enjoyed it. 

- - Baltimore, Monday, August 29, 2011

The Perfect Outing 

5 stars

Captain Mark and his wife were lovely hosts for our evening boat ride. They were both beyond friendly and warm, but still had a very professional demeanor. The night and weather were perfect, though I know that's really beyond anyone's control. We wish we had arranged to spend the night out in Rock Hill, but it was still a doable drive after having a late dinner at the restaurant where you board. Definitely a great experience! 

- - Washington, DC, Wednesday, August 24, 2011

Chesapeake Bay Sailing Review 

5 stars

I absolutely loved this experience! It was such a wonderful romantic getaway that I would recommend for anyone! The captain was very friendly and made the experience very enjoyable! 

- - Rock hall, Thursday, August 18, 2011

Great Trip 

5 stars

We had a great time on this trip with Captain Mark. 

- - Virginia, Tuesday, August 09, 2011

Chesapeak Bay saling 

5 stars

It was a beautiful sunset and our Captain and his wife were delightful...had lunch at Waterman's and dancing later with a live band. 

- - Pa., Tuesday, August 02, 2011

Sailing Chesapeake Bay 

5 stars

The sailing trip was very nice and the captain of the sail boat was very accommodating. We would definitely recommend the experience to anyone else interested. 

- - Washington, D.C., Tuesday, July 26, 2011

Sailing Trip 

5 stars

We had a wonderful time on our cruise. We were celebrating my husbands birthday, and were able to bring our bubbly to toast. Capt. Mark was a great host. 

- - Rock Hall, Tuesday, July 19, 2011

Sailing Trip 

5 stars

What an awesome experience. The day was beautiful and the boat was awesome. The captain of the boat was incredible and made the experience one that will not soon be forgotten. 

- - Alexandria, Virginia, Monday, July 18, 2011

Got More Than I Bargained For! 

5 stars

My family and I had a blast! More fun that I had expected. Capt. Mark and Suzanne made us feel comfortable and they shared stories with us so it was bit of learning experience. We had snacks and drinks onboard. Everything was perfect. I would definitely go back again. And I can't wait to try another experience with Xperience Days! 

- - Frederick, Md, Wednesday, July 13, 2011

Sailing Experience 

5 stars

Most excellent, despite a weather snafu! Captain Mark was very accommodating, pleasant and knowledgeable. With our originally scheduled trip postponed due to Mother Nature, Captain Mark worked with us to ensure that the experience was terrific. 

- - Rock Hall, MD, Tuesday, July 12, 2011

Sail 

5 stars

Our experience was awesome. The trip was beautiful and the captain and first mate couldn't have been any nicer. Also, we were pleasantly surprised with the complimentary drinks. 

- - Maryland, Tuesday, July 12, 2011

Great! 

5 stars

Ny wife and I had a wonderful time with captain mark and the margaritas! 

- - Rock Hall, Sunday, July 03, 2011

Chesapeake Sailing 

5 stars

We had a wonderful time. 

- - Springfield, VA, Saturday, July 02, 2011

Chesapeake Bay Sailing 

5 stars

A lovely experience. The Captain was welcoming, attentive, knowledgeable and fun. 

- - Oakton, VA, Saturday, July 02, 2011

Awesome Experience 

5 stars

My BF was surprised and enjoyed the ride. Thank you for helping me pull it all together. Captain Mark and his first mate were amazing. I am already thinking of my next trip for next year. Thanks again for helping me to celebrate my BF's birthday. 

- - Alpharetta, GA, Wednesday, June 01, 2011

Great Sailing Trip! 

5 stars

The sailing trip was great! perfect sunny day with just the right amount of wind. The Crew was both friendly and informative! Would recommend. 

- - Baltimore, MD, Wednesday, June 01, 2011

Afternoon Sail on Chesapeake 

5 stars

Beautiful! Captain Mark and Suzanne were great! My girls were at the helm and used the antique spy glass to look for pirates. It was quiet, serene, and stunningly beautiful. Wonderful memories which will live on forever. If only they could figure out how to outlaw power boats on the bay! 

- - Rock Hall, MD, Tuesday, October 05, 2010

Sunset Sail 

5 stars

Wonderful, relaxing experience - definitely exceeded all of our expectations! 

- - edgewater, md, Tuesday, September 28, 2010

Chesapeake Sailing Charter 

5 stars

This was an awesome birthday gift from my wife. Each and every one of my guest on the sail had a wonderful time. The boat, captain and first mate are all top notch and made sure we left with smiles on our faces and wind in our hair. 

- - Virginia, Wednesday, September 22, 2010

July 4, 2010 Sailing 

5 stars

I want to thank Captain Mark and his crew for making my 39th Birthday a beautiful experience. We sailed and watch the fireworks. WoW what a wonderful time. I will return next year.... As Captain Mark says ' who sail better than we do' NOBODY! 

- - Upper Marlboro MD, Thursday, September 09, 2010

Chesapeake Sailing Charter 

5 stars

This was an extrodinary experience for me, my wife, and our guests. Capt. Mark was extremely proficient in his boat handling the weather and bay conditions were perfect! We had good food and wine. Who lived better than us? NOBODY! 

- - USA, Wednesday, September 08, 2010

Sailing for Two 

5 stars

We really enjoyed our sailing excursion Saturday evening. The weather was good, even though we did not have enough wind to really sail, the crew did their best to ensure we had wonderful views of the sunset and the surrounding areas. 

- - Westminster, MD, Wednesday, September 01, 2010

Chesapeake Sailing Charter 

5 stars

This was a wonderful day! We could not have asked for a better way to celebrate Jack's birthday. Thank you!!!! 

- - Virginia, Monday, July 26, 2010

Amazing Experience 

5 stars

This was the perfect gift for my boyfriends birthday. Captain Mark and Susan were amazing and we had a great time. 

- - Rock Hall, MD, Tuesday, July 20, 2010

Perfect 26th Birthday Gift for the Perfect Boyfriend 

5 stars

Absolutely in awe the moment we arrived at the dock. We got caught in traffic and arrived a tad bit later than expected. They tried calling us but we did not receive the calls until we parked. By the time we had called them back, they had already pulled off but came back to get us and it was amazing. Mark and 1st mate, Suzanne, were great hosts and they made my boyfriend's 1st ride on a yacht a memorable one. We loved the people we experienced it with as well. Thanks again and we will be doing this again in the future!!!!! 

- - Washington, DC, Sunday, July 18, 2010

Sail Away 

5 stars

We loved this sail experience! We recommend this voyage! Mark was a great captain/host! 

- - Ridgely, MD, Tuesday, June 29, 2010

Sunset Sail 

5 stars

This was an amazing experience. Cute town, friendly people and a beautiful boat. Capt Mark and Suzannes were terrific. Can't beat this sunset! 

- - Leesburg, VA, Monday, June 28, 2010

Blue Crab Sailing 

5 stars

Wonderful sunset sail with Captain Mark and 1st mate Suzanne aboard the Blue Crab. Highly recommended as a memorable gift. 

- - Washington DC, Monday, May 31, 2010

Chesapeake Bay Sailing 

5 stars

It was a great time! Beautiful weather, and a nice capt. and crew! 

- - Maryland, Tuesday, May 25, 2010

A Magnificent Experience 

5 stars

As a third year anniversary present, we received an Xperience Days certificate for a sunset sailing cruise for two on the Chesapeake Bay. From the moment we arrived in Rock Hall, we found ourselves in awe at the beauty of the bay and the hospitality of our hosts. The sail was magnificent - much better than we ever could have imagined. We look forward to a new annual tradition of sailing with Blue Crab Charters and relaxing on the bay. 

- - Philadelphia, Tuesday, December 01, 2009

Sailing Chesapeake Bay 

5 stars

Wonderful, beautiful day. Weather was perfect, Captain Mark and Suzanne were very nice. One recommendation: Perhaps a bag of chips or nuts to go with the drinks! Of course, we wished it hadn't ended so soon - would have enjoyed another hour or two! 

- - Rock Hall, MD, Friday, October 02, 2009

Sailing Chesapeake Bay 

5 stars

Had a wonderful time on the sunset sail. The weather was beautiful, the Captain and First Mate Suzzane were great. I would definitely recommend this to anyone and hope to sail with Captain Mark and Suzanne again. 

- - Manassas, VA, Monday, September 28, 2009

Chesapeake Bay - Great Sailing! 

5 stars

A wonderful time, very relaxing and very unique-a must! 

- - Rock Hall, Wednesday, September 09, 2009

Sailing Chesapeake Bay 

5 stars

It exceeded all of our expectations. We had a wonderful time, and Mark made the experience even more enjoyable with his friendly conversation. 

- - Newark, DE, Wednesday, August 19, 2009

Chesapeake Bay Sailing 

5 stars

Our weather was spectacular (in spite of the weatherman looking to rain on our sail!), the visibility on the Chesapeake was outstanding, the boat was excellent and Captain Mark was very accommodating. A day to be remembered for a long time. 

- - Rock Hall, MD, Sunday, August 16, 2009

Sailing Experience 

4 stars

We had a great ride and the crew was very friendly and helpful. 

- - Falls Church, Tuesday, August 04, 2009

Chesapeake Bay Sailing for Two 

5 stars

We had FABULOUS weather and a very delightful and relaxing boat trip. It was a great antidote to the normal daily grind. 

- - Washington, DC, Monday, June 29, 2009

Sailing for Two 

5 stars

Beautiful boat - beautiful day! We had a great time and this is definitely something we'd consider doing again. Would also make a really great gift for another couple! Thanks for a great day! 

- - Baltimore, Tuesday, June 02, 2009

Sunset Sail 

5 stars

Wonderful sail. The Captain and his 'First and Only Mate' were terrific and made sure everyone enjoyed the evening. 

- - Washington, DC, Wednesday, May 27, 2009

Sailing for 2 

5 stars

It was a beautiful day on a beautiful boat! We had a great time! 

- - Rock Hall, MD, Saturday, September 06, 2008

Chesapeake Bay Sailing Trip Unique Gift

Chesapeake Bay Sailing Trip Guests (Optional):

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$80

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