Maryland > Baltimore > Water Activities Experiences

Chesapeake Bay Sailing Cruise

Name: Chesapeake Bay Sailing Cruise
Brand: Cloud 9 Living
SKU: WAT-BAL-0020
Price: 90.00 USD
Availability: InStock
Rating: 5 (38 reviews)

Rock Hall, MD

From: $90

Item #: WAT-BAL-0020

(38 Reviews)

Chesapeake Bay Sailing Cruise in Rock Hall, MD

Enjoying a Chesapeake Bay Sailing Cruise at Sunset

Hop on board for a truly memorable 1.5-hour sail on the Chesapeake Bay Sailing Cruise!

Experience provider has been awarded 1st place in Chesapeake Magazine's 2019 "Best of the Bay", "Best of Eastern Shore" in 2017, and has received 6 consecutive Certificates of Excellence from Trip Advisor
Sail aboard the 43' Island Girl, with a spacious deck, a large cockpit area, and best of all a full cockpit enclosure for shade and protection from less than ideal weather
Set sail from the Sharp Street Pier in historic Rock Hall harbor for a beautiful afternoon on the Chesapeake Bay
Perfect experience for sailing novices or old salts!

From: $90

Option & Pricing:

Buy now and choose a date & time later.

Please select an option above.

Instant eVoucher Delivery (Sample)

30 Days Returns on eVouchers

No Expiration Dates

Easy Exchange

Learn More

Overview

Hop on board for a truly memorable 1.5-hour sail on the Chesapeake Bay Sailing Cruise!

Experience provider has been awarded 1st place in Chesapeake Magazine's 2019 "Best of the Bay", "Best of Eastern Shore" in 2017, and has received 6 consecutive Certificates of Excellence from Trip Advisor
Sail aboard the 43' Island Girl, with a spacious deck, a large cockpit area, and best of all a full cockpit enclosure for shade and protection from less than ideal weather
Set sail from the Sharp Street Pier in historic Rock Hall harbor for a beautiful afternoon on the Chesapeake Bay
Perfect experience for sailing novices or old salts!

Full Description

Availability

When Do I Choose A Date?

If giving as a gift, your recipient can choose a date at their convenience; otherwise, you can choose one after checkout.

May through Labor Day:
Daily - 10:00 AM, 12:00 PM, 2:00 PM, 4:00 PM & 1 hour prior to sunset
Labor Day through end of September:
Daily - 10:00 AM, 12:00 PM, 2:00 PM & 1 hour prior to sunset

UPCOMING AVAILABLE DATES:

Select a reservation location: *

Previous Previous

Next Next

Please select a location to view dates and times!

** SOLD OUT ** ** CANCELLED ** {{time}},

Please select a location to view dates and times!

Click on a date to view the times available on that specific date.

** SOLD OUT ** ** CANCELLED ** {{time}},

All available dates have for this season have passed or sold out. Dates for the upcoming season will be posted as soon as they are available. To see a list of this past year's dates for your reference, please click here

Important Details

Essential Information

Participants must be able to board and depart the boat from the dock with little to no assistance
Includes complimentary water and soda
Participants are able to bring their own alcoholic beverages and snacks on board
Personal flotation devices will be provided
Children under the age of 12 will be required to wear a personal flotation device for the duration of the sail

Duration

Approximately 1.5 hours

Experience Provider Info

Complete information for your Experience Provider, including contact information, will be included on your booking confirmation email once you or your gift recipient have scheduled the experience. Our Product Management team handpicks top-rated experience providers, removing the guesswork for you and ensuring your peace of mind.

Maximum Participants

There is a maximum of 6 passengers on the boat.

Spectators

This experience is only for those on the boat.

Weather Dependent

This experience is weather dependent. In the event your experience is canceled due to inclement weather, you will reschedule directly with the experience provider. Always contact the experience provider with any questions regarding weather conditions.

What To Wear

It is recommended to wear layered clothing, rubber-soled shoes, sunglasses and a hat.

COVID-19 Safety

For this experience, our partners are taking extra measures to help prevent any potential spread of COVID-19. These measures include options for private sails (to temporarily limit group size and the mixing of guests). Seating will be spread out in accordance with social distancing guidelines. Additionally, frequently touched surfaces will be sanitized thoroughly between cruises. Our partners kindly request that each guest wear a face covering when boarding and exiting the boat but are not requiring them while on board. If you have been ill, not feeling well, or have been around anyone else who has been ill during the two weeks prior to your reservation, please let our partners know so that they can reschedule your cruise. These Covid-19 safety measures are subject to change.

FAQs

Is this a private charter or cruise?

No, you will be joined by others on the cruise with a maximum of 6 passengers.

How long is the cruise and where do we go?

This cruise is approximately 1.5 hours and sets out from Rock Hall harbor sailing into the Chesapeake Bay.

Are refreshments included? Can I bring beer or wine?

Complimentary water and soda will be provided by the captain and you are welcome to bring your own selection of alcohol beverages. Please note, red wine is not recommended.

Is the sailboat wheelchair accessible?

The sailboat is not wheelchair accessible. Participants must be able to board and depart the boat from the dock with little to no assistance.

Is there an age limit?

There is no age restriction to sail, although all children 12 and under will be required to wear a life jacket.

Returns, Exchanges & Cancellations

Returns
Experience Vouchers that have not been redeemed can be returned hassle-free within 30 days. All refunds will be made to the original purchaser.

Exchanges
Experience Vouchers that have not been redeemed can be exchanged for anything else in our marketplace at any time. If you choose to exchange for an experience that costs more, you'll simply have to pay the difference. If you choose to exchange for an experience that costs less, you'll have a credit towards your next booking with Cloud 9 Living.

Cancellation Policy

Once you have scheduled a date and received a booking confirmation, no exchanges or cancellations are allowed. Rescheduling is allowed with 7 day's notice to your experience provider. Failure to appear on your booked date or to reschedule at least 7 days prior will result in the loss of the value of your experience.

Other Baltimore Experiences

Customer Reviews

This experience has a customer rating of 5
based on 38 reviews.

View More Reviews:

We had an incredibly fun and relaxing cruise with Captain Mark of Blue Crab Chesapeake Charters! We were able to reserve the entire boat for four of us, which was great. Captain Mark gave us a good amount of interesting local information, but did a good job balancing interaction with giving us plenty of time to just chat among our friends. It was a beautiful day for sailing and Captain Mark took us through a couple strong turns which we found exciting (though he said he could tone it down if we were nervous). He recommended a few places to eat afterwards and we went with Waterman's Crab House which was perfect for some post-sailing crab. I'd highly recommend this experience and we hope to go again sometime!

— Kevin J | Sep 24, 2020

Response from Cloud 9 Living

Hi there Kevin! Wow, it sounds like you really sea-sed the day! We are over the moon you enjoyed Captain Mark as he truly loves what he does. We will be sure to pass along your kind words as I am sure it will mean the world to him! It is so wonderful to be able to fully relax and spend time with friends but also learn some facts about the area. Thank you so much for your glowing recommendation - we can't wait to get you back on the water again! Cheers, Chandi

My boyfriend and I did the Sunset cruise and the view was amazing ! Captain Mark and his wife were so nice and courteous and gave us history, fun facts and lots of laughs throughout our trip. It is clear that they love what they do and it made our time that much more enjoyable. Would love to do it again!

— Jennie M | Sep 17, 2020

Response from Cloud 9 Living

Hi there Jennie, Wow - what a thoughtful review! I truly couldn't have said it better myself. Our partners strive to provide the best experience possible, and I'm glad you were able to reap the benefits of that! We will be sure to pass along your praise to Captain Mark & his wife as I am sure it will mean the world to them. Let us know when you are ready for a second round of sailing! Cheers, Chandi

My husband and I received an adventure gift (Cloud 9) from family for Christmas. After a very busy summer, I thought we needed a break. This sailing trip seemed like a good choice and I was absolutely right! Captain Mark and Suzanne were very attentive while providing a relaxing and smooth ride (yes, we dozed a little!). We will most assuredly return for more rides and recommend the Island Lady and crew to friends and family! Thanks Captain Mark and Suzanne!

— Tamara H | Oct 02, 2019

Response from Cloud 9 Living

Hi Tamara! Thank you so much for sharing! You are so right, sailing is certainly the perfect way to spend a much needed break. Captain Mark and Suzanne are truly one in a million, and they will be so excited to hear that your sail was well-enjoyed! Snoozing on the water -- Dreamy! We can't wait to get you out sailing again next time you're looking for a little R&R! Best, Sophia

We had an absolutely wonderful, relaxing cruise. The bay was beautiful, the sunset amazing, the captain friendly, informative and entertaining.

— Irene O | Sep 22, 2019

Response from Cloud 9 Living

Hi there Irene, I am overjoyed to hear that all of the details for a perfect evening fell right into place! It certainly is hard to beat those views, a picturesque sunset, and great crew members! Hoping we can get you out on another incredible experience. Best, Sophia

We had a lovely time on the cruise! Would definitely do again and recommend to others!

— Jenn B | Sep 23, 2019

Great crew! Relaxing time!

— Kristie K | Sep 14, 2019

We had an awesome time! Captain Mark was fun and informative. The sail was beautiful even though the weather was not great!

— Christine G | Sep 15, 2019

We had great time on the sail boat. Host were very nice. I would recommend it to anyone

— Kiran P | Sep 03, 2019

Couldn’t have asked for better weather to enjoy a beautiful sunset cruise! 6 passengers max, provided a very comfortable lexperience. Captain Mark was professional, funny, and very knowledgeable. His first mate was also very friendly and the perfect hostess offering margaritas and other non alcoholic beverages. Highly recommend sailing with the Blue Crab!

— Kim D | Sep 02, 2019

Captain Mark was amazing. Overall the trip surpassed my expectations. The ship was very comfortable and Captain Mark was very hospitable. He made us feel very welcome. Thank you for making this an unforgettable experience.

— Eliana R | Aug 27, 2019

Response from Cloud 9 Living

Hi Eliana, Wow! We are so incredibly honored to be a part of a memory that will truly last a lifetime! Captain Mark is one of the finest in the industry, and we will be sure to pass along the kind words. Let us know when you are ready to get out on another adventure and make more memories! Best, Sophia

It was very pleasant. There wasn't any wind to speak of so most of our sailing trip was spent motoring. But, the captain kicked in his backup plan and took us for a tour of Swan Point which was interesting.

— Rick B | Aug 18, 2019

Peaceful, easy to find the boat, easy to board, fully equipped; mark was really personable and a good guy all the way around. VERY peaceful. My wife and two daughters went, there were two women who also sailed with us at the same time. We really, really liked it.

— Aaron O | Aug 17, 2019

From start to finish we really enjoyed ourselves! We were running a little late and they were still able to accommodate us. We drove almost two hours, caught traffics on our way, and got pulled over on our way there. Nonetheless, they waited and even offered complimentary beverages. Even after the boat had difficulties coming back in they displayed remarkable service. Their friends were kind enough to tow us back in. Superb customer service! Definitely recommend. Joanna Lopez

— Miguel L | Aug 06, 2019

We had a great time. Mark and Suzanne were very nice and the trip was great. I recommend this sailing experience to everyone. Very relaxing. Thanks

— Joylyn C | Aug 05, 2019

Wow. Just... wow!

— Melvin W | Jul 07, 2019

Overall a very good afternoon sail. Would have liked it better if the Captain could have raised the main sail.

— James F | Jul 02, 2019

Capt Mark was awesome - he made sure everyone was comfortable and enjoying the sail. He's an experienced sailer and you can tell has a passion for it. We thoroughly enjoyed this excursion and would happily do it again.

— Kori M | May 27, 2019

Response from Cloud 9 Living

Hi Kori, We are thrilled to hear you enjoyed your sail! We love Captain Mark, and will be sure to let him know that his expertise and passion for sailing did not go unnoticed! We hope to get you sailing again soon! Best, Sophia

The ships captain was very engaging and allowed anyone who wanted to to participate in the actual sailing of the vessel.

— Tom A | May 06, 2019

Response from Cloud 9 Living

Hello, Tom! It sounds like you had an amazing time! Glad you got to take a turn on the sail. Cheers, Kasia

Great sail with a friendly host who answered questions and offered insight for the area

— Matthew F | Aug 17, 2018

My wife and I were provided with a Christmas gift to sail with Blue Crab Chesapeake Charters and we had a most wonderful time. It was a very peaceful and enjoyable time. The Captain and First Mate were excellent!

— Timothy P | Aug 07, 2018

These trips are great! Mark is a great captain and very friendly. We've gone on trips with him twice now (1 sunset, 1 day cruise) and loved every second. We bring a cooler with wine and snacks and just relax. Will absolutely go again!!

— Amelia B | Jul 03, 2018

This was a very relaxing experience. My husband and I got this as a wedding gift. The weather was great and we got to just relax on the boat.

— Harshal D | Jul 16, 2018

An absolutely amazing experience! The boat was beautiful and the crew was very friendly. Sailing to see the sunset was lovely. I definitely will do it again and maybe with a group of friends.

— Martel N | Jul 15, 2018

We had a wonderful time! Suzanne was extremely patient when I called multiple times for a weather check. Captain Mark was a delightful guide who pointed out landmarks along the way. We had another couple and a single woman with us as well as my husband’s 90 year old mother. Captain Mark was so gracious with her and helped her on and off the boat. After the cruise, we enjoyed a delicious meal at Wateman’s Crab House. We highly recommend Captain Mark and Suzanne’s Chesapeake Sailing excursion.

— Tricia C | Jun 28, 2018

Mark was an experienced sailor and a wonderful host. I would highly recommend sailing with Blue Crab.

— Lynn M | Jun 11, 2018

Perfect day for a sunset sail! The boat operators were great, very efficient and friendly.

— Nicole L | Jun 13, 2017

Had a fantastic afternoon on the bay. Next time we will invite another couple to enjoy it with us. Mike and Suzanne were the perfect guides.

— Janice B | Oct 31, 2016

Not only were we fortunate to have the most perfect and beautiful sunset, but we also had the perfect weather and company. It was my birthday and I had a wonderful evening. I met some awesome new friends, who helped celebrate my birthday with a BANG! I intend to do this yearly at different times to get different experiences. Thank you for a great evening.

— Patricia F | Sep 05, 2016

I cannot say enough good things about this trip! Such amazing and friendly people both sailing the boat and also along for the ride! I have already recommended this trip to a coworker for her anniversary, and I also plan to bring a visiting friend in the future.

— Bethany H | Jul 28, 2016

Absolutely amazing!! We had high expectations and it totally surpassed them!

— Josh & | Jul 11, 2016

What a wonderful experience!! Captain Mark and First Mate Suzanne were very gracious hosts, and our party of four thoroughly enjoyed our time on the water. Would definitely book this experience again!

— Tracie S | Jun 20, 2016

Enjoyed sailing with Captain Mark and Suzanne, who were both very professional, with a bit o' the whimsy, teaching some teens on board to navigate with confidence and providing a memorable margarita!

— Cheryl B | Jul 28, 2015

We received this as a wedding gift! What a great gift. It took us two years to use it, but worth the wait. So nice to receive a gift that didn't expire.

— Heide K | Jul 26, 2015

We all had a wonderful time. It was a family outing and the Captain gave us a great cruise. The margarita was terrific. Would do it again in a heartbeat. Thanks Blue Crab charters.

— Arthur C | Jul 14, 2014

Capt Mark was a top notch sailor and his boat was just the right size. We had a wonderful time and will go again next year.

— Roy E | Sep 16, 2013

We were unable to book a June cruise thru Cloud Nine. We were told booking began in July and that we needed a 2 week window. We contacted the provider and made arrangements for a June cruise within the next few days. We contacted Cloud Nine who confirmed the booking and sent us the necessary confirmation.

— Victor L | Jul 02, 2013

We loved it!!!

— Carrie S | Oct 05, 2012

Enjoyable cruise with Capt. Mark and 1st Mate Suzanne.

— WILLIAM G | Sep 18, 2012

Chesapeake Bay Sailing Cruise