Top Maryland Cruises & Sailing

As we cruise to this enchanting island, keep your eyes peeled for the famous wild ponies. Did they swim here? Do they secretly moonlight as lifeguards? Your knowledgeable and wise captain will unravel these mysteries, sharing fascinating facts about the island and its incredible wildlife. Spoiler alert: you can’t pet or feed the ponies, but they sure do love posing for your photos! But wait, there’s more! Our cruise offers a selection of delightful alcoholic drinks for sale, and guess what? Your first drink is on us! So, grab a cocktail, relax, and let the magic of Assateague Island wash over you. Sip your drink as you marvel at herons gliding gracefully above, and maybe even spot a dolphin or two playing in the waves. When you take this cruise your first drink is on us. Additional drinks are available for purchase. You must be 21 to take this trip. (WARNING: WE DO NOT GUARANTEE THAT YOU WILL SEE PONIES. MOST OF THE TIME THEY ARE OUT BUT WE DON'T CONTROL THEM.)

If you're finishing up a cruise or waiting for a flight, this small-group tour of Baltimore allows you to make the most of your time in Charm City. As you visit local landmarks such as Camden Yards, home of the Orioles, and the first Roman Catholic cathedral in America, you'll see the diversity of Baltimore's neighborhoods and learn all about the history and culture of the city.

Come relax and unwind with us aboard the famous “Sea Rocket” while we check out the iconic fishing boats and restaurants/ bars in the Ocean City harbor, surrounding mansions, and search for dolphins in the Atlantic Ocean or Assawoman Bay all while watching the sun set over the Ocean City skyline! The Sea Rocket now also has a full liquor license onboard for the 2025 season as well as non-alcoholic drinks. Drink packages are available for purchase during checkout! YOU MUST ARRIVE 25 MINUTES EARLY TO YOUR RESERVATION! THE BOAT LEAVES EXACTLY AT THE TIME OF THE TRIP AND DOES NOT WAIT FOR ANYONE WHO IS LATE, SO PLAN ACCORDINGLY!

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take a deep breath of the salty ocean air, and relax. The Bay Hopper will glide you across the water giving you a front row seat to some of the Bay’s most amazing wildlife. At this point, you might reach for one of those delicious snacks you packed for the trip and notice the lights in OC start to pop on. Then, you simply watch the sun melt into the water. At this point you’ll feel so relaxed that you might not be able to keep your eyes open. Once the sun sets, your captain will pilot the Bay Hopper back to our pier and you can start your evening on the town refreshed. Or, you have a couple of more drinks, look at the tv for a while and go to sleep. Either way, you’ll feel good.

Take a ride on our beautiful Skiff Boat with the family and friends! Our world-class captain will take you wherever you want to enjoy the breathtaking evening views of Assateague, Ocean City, and more! "BYOB" and enjoy the evening, or sail down south of the inlet to Assateague, where sightings of wild horses abound. We can accommodate up to five passengers. Have fun! YOU MUST ARRIVE 25 MINUTES EARLY TO YOUR RESERVATION! THE BOAT LEAVES EXACTLY AT THE TIME OF THE TRIP AND DOES NOT WAIT FOR ANYONE WHO IS LATE, SO PLAN ACCORDINGLY!

Enjoy panoramic views of Washington D.C.'s most important monuments during this attraction-packed, small-group boat cruise from the D.C. Wharf to Alexandria Old Town and back. Highlights covered include the Lincolm Memorial, Washington Monument, and Arlington National Cemetery. Food and beverages are available for purchase onboard.

There's no better way to see historic Southern Maryland than by watching the sunset over the twin beaches on the western shores of the Chesapeake Bay. This yacht cruise promises the perfect ending to your day by taking you out on the water. While the sun slowly goes down, look out for wildlife including ospreys and dolphins and landmarks such as the Cliffs of Calvert.

Hop aboard your private yacht and cruise through Chesapeake Bay for a special way to celebrate a special event, or just to make some lasting memories. Cake and party favors are served to help make this a memorable occasion. This cruise is just for you and your private group, without having to share with other tourists.

Enjoy a relaxing trip out on the Chesapeake Bay with this intimate, small-group sailing tour. Pick from several convenient start times, meet your captain and crew at the dock, and hop aboard your vessel—the Eternal Hope, a 42-foot (13-meter) sailing yacht. Then, sit back and take in the views, spot wildlife, and soak up the sea breezes as you head out on the water.

Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. Michaels, MD. Designed for comfort, this spacious vessel offers cushioned seating and panoramic views of the Chesapeake Bay. Glide through scenic vistas and spot local wildlife while enjoying a brief harbor tour, including the historic Hooper Strait Lighthouse. Whether you choose to relax or learn a bit about sailing, the friendly crew ensures an enjoyable experience for everyone on board.

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in the picturesque views of St. Michaels, MD. Your journey includes gliding through the harbor and possibly spotting wildlife like osprey and dolphins. Enjoy a friendly crew that shares captivating stories about the area and sailing. Whether you’re looking for a fun family outing or a peaceful escape, this sailing experience is perfect for all ages. - Duration: 2 hours, with daily availability - Max capacity of 13 guests, ensuring a personalized experience - Beer and wine tasting available for adults, with complimentary water - Departing from Harbour Inn, 101 N Harbor Road, St. Michaels, MD

Cruise the serene bays of Ocean City, MD on a private charter tailored for you and your friends or family. Opt for the Happy Hour Booze Cruise where you can bring your own drinks or explore Assateague Island, famous for its wild ponies and stunning views. Your experienced captain will guide you to the best spots, ensuring an intimate adventure with breathtaking scenery and wildlife sightings. Perfect for all ages, this private experience accommodates up to 12 passengers for a memorable hour on the water. - Enjoy a private cruise tailored to your group of up to 12 people - BYOB on the Happy Hour cruise for a personalized experience - Catch glimpses of Assateague Island’s wild horses and beautiful landscapes.

Explore and relish the enchanted day trip to Yosemite from SFO -something you don’t want to miss. Enjoy the great the great outdoors with both guided sightseeing and free time, ensuring you see the UNESCO World Heritage Site’s major attractions, like Half Dome, Yosemite Falls, and Yosemite Valley. Travel through the Central Valley farmlands, historical Gold Country, and the Sierra Nevada foothills Spend hours snapping photos of Yosemite’s stunning forests, rock formations, and waterfalls Visit Half Dome, Yosemite Falls, and El Capitan on a guided van tour. Enjoy free time to explore Yosemite’s other natural wonders by foot or bike. Take in a breathtaking panorama from the Tunnel View overlook for an expansive view of the Yosemite Valley. Small-group tour with a private and group options limited to 5 ensures a more personalized experience.

Embark on an unforgettable adventure with the Green Turtle Lunch Cruise! Sit back, relax, and soak in the stunning views of Ocean City, MD and the Assawoman Bay while enjoying some delicious OC eats! Not only do we provide a seamless and stress-free experience, but we also offer an exclusive menu of mouth-watering food options from the famous Greene Turtle Bar & Grille. Indulge in some Greene Turtle classics like the delectable Turkey Bacon Avocado Club and the decadent Crabby Melt. After boarding the boat, we'll cruise over to the Greene Turtle - which is located on the Assawoman Bay - and pick up your food. Your food selection is a la carte and a separate charge from your trip fee. We'll contact you prior to trip departure to take your food order. Oh, this is a BYOB cruise so feel free to bring along your favorite adult beverages to share with your friends and family as you cruise the open waters. We provide a cooler and ice, so you don’t have to worry about a thing.

Spend a few hours refining a new trade in axe-throwing, at an axe-throwing lounge in Columbia, Maryland. This is a small private group activity- max 15, so you can compete against your fellow axe-throwers. Beer and wine are available for purchase, so you can choose which order to drink and throw. You pour your own beers and wine- self serve.

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take a deep breath of the salty ocean air, and relax. The Bay Hopper will glide you across the water giving you a front row seat to some of the Bay’s most amazing wildlife. At this point, you might reach for one of those delicious snacks you packed for the trip and notice the lights in OC start to pop on. Then, you simply watch the sun melt into the water. At this point you’ll feel so relaxed that you might not be able to keep your eyes open. Once the sun sets, your captain will pilot the Bay Hopper back to our pier and you can start your evening on the town refreshed. Or, you have a couple of more drinks, look at the tv for a while and go to sleep. Either way, you’ll feel good. This is a more intimate version of our popular Sunset Cruise. This cruise will have a max capacity of 6 passengers.

Our Johns Hopkins History Tour Review, into the life and contribution of one of Baltimore greatest entrepreneurs and philanthropists of the 18th century. His legacy continue's over 150 years.

Enjoy a serene sunset on the water with a private cruise that showcases the stunning views of the Ocean City and Assateague Island skyline. This 1.25-hour adventure welcomes up to 12 passengers, making it perfect for family gatherings or friendly get-togethers. Led by an experienced captain, keep an eye out for wild horses and bottlenose dolphins as you glide through the scenic back bays. Feel free to bring your own beverages and make the most of this memorable experience. - Private sunset cruise accommodating up to 12 guests - 1.25-hour duration perfect for all ages - Breathtaking views of Ocean City & Assateague Island - Spot wild horses and dolphins during your ride

Explore the beautiful Lake Tahoe on this small group tour from San Francisco. By booking this excursion, you’ll be able to enjoy the experience stress-free, knowing your tour guide has taken care of all the details. Luxury transport from the city will be provided, taking you to South Lake Tahoe, and any other places along the way where you’d like to stop. You can stop many times without hesitation. You will be provided with Bottled Water. Any person with any disabilities can travel but under the customer's guidance. You will be picked-up from your doorstep, with no extra charges.

Explore the beautiful Lake Tahoe on this private tour from San Francisco. By booking this excursion, you’ll be able to enjoy the experience stress-free, knowing your tour guide has taken care of all the details. Luxury transport from the city will be provided, taking you to South Lake Tahoe, and any other places along the way where you’d like to stop. You can stop many times without hesitation. You will be provided with Bottled Water. Any person with any disabilities can travel but under the customer's guidance. You will be picked-up from your doorstep, with no extra charges.

Our Baltimore Monument Tour will begin in the lobby of Baltimore visitors center with the Visionary of our Baltimore Inner Harbor attraction area and end with a powerful Statue Pope John II .

Comfortable Roundtrip Tour from your hotel in Baltimore to The Outlet Shoppes at Gettysburg - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around Baltimore. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Baltimore. All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.

Come explore the beautiful bays of Ocean City, MD during golden hour under the professional guidance of our USCG Captain. We will take you wherever you desire on our brand new 22-foot Coastal Bay Skiff, or if you’re a “new-bee” to the area, our captain will suggest all the popular “must sees”. This could include checking out the famous Ocean City commercial fishing harbor, or the iconic Sunset Marina where Michael Jordan keeps his boat, or the legendary Harbor Island where the White Marlin Open is held! We guarantee you will have a great time wherever you go! This private tour is good for up to 5 passengers. YOU MUST ARRIVE 25 MINUTES EARLY TO YOUR RESERVATION! THE BOAT LEAVES EXACTLY AT THE TIME OF THE TRIP AND DOES NOT WAIT FOR ANYONE WHO IS LATE, SO PLAN ACCORDINGLY!