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Tours With Sailing & Boat Activities

Sail away to adventure with captivating trips featuring scenic boat cruises. From tranquil rivers to majestic seas, explore picturesque waterways and iconic coastlines, creating unforgettable memories with every gentle wave and panoramic vista along the way.

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Annapolis, MD Fall Lighthouse Cruise
Annapolis, MD Fall Lighthouse Cruise
Set sail on a picturesque Fall Lighthouse Cruise in Annapolis with Eyre Tours. Enjoy scenic views, historic landmarks, and autumnal charm on this unforgettable nautical adventure.
10/21/2025
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Assateague Island Boat Cruise - Ocean City, MD
Assateague Island Boat Cruise - Ocean City, MD
Discover the beauty of Assateague Island on a relaxing boat cruise, where you may catch glimpses of wild horses and abundant coastal wildlife. Experience the charm of Ocean City, MD, with its sandy beaches and vibrant boardwalk, making this tour a perfect seaside escape.
8/14/2025
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Bermuda Cruise aboard the Norwegian AQUA
Bermuda Cruise aboard the Norwegian AQUA
Set sail on a luxurious Bermuda Cruise aboard the Norwegian AQUA! Enjoy pristine pink sand beaches, turquoise waters, and vibrant island culture while relishing top-notch amenities and entertainment on board. Duration: 6 Days
8/22/2025
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Bingo Cruise & National Liberty Museum - Phila, PA
Bingo Cruise & National Liberty Museum - Phila, PA
Experience a unique day in Philadelphia with a bingo cruise along the Delaware River and a visit to the National Liberty Museum. Enjoy games, sightseeing, and historical treasures!
7/10/2025
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Cape Cod, Martha's Vineyard, & Nantucket Island
Cape Cod, Martha's Vineyard, & Nantucket Island
Embark on a picturesque journey to Cape Cod, Martha's Vineyard, and Nantucket Island with Eyre Tours. Explore charming coastal towns, pristine beaches, and iconic landmarks on this unforgettable coastal escape. Duration: 5 Days
5/14/2025
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Chautauqua & Jamestown, NY: Comedy & Culture
Chautauqua & Jamestown, NY: Comedy & Culture
Step into the world of Lucille Ball in Jamestown, NY, with a tour dedicated to her legacy and classic comedy. Explore the National Comedy Center, Lucy’s hometown landmarks, and more with this immersive experience celebrating the "I Love Lucy" star. Duration: 4 Days
9/10/2025
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Chicago Highlights: My Kind of Town
Chicago Highlights: My Kind of Town
The "Windy City" is just bursting with breathtaking architecture, wonderful museums, fantastic restaurants, a beautiful lakefront, and world-class shopping. Experience all this and more in Chicago, Illinois with Eyre Tours! Duration: 7 Days
7/19/2025
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Costa Rica Natural Wonders
Costa Rica Natural Wonders
Experience Costa Rica's natural wonders! Book now to explore rainforests, waterfalls, and wildlife, and feast on your own delicious Costa Rican creations in an authentic cooking class on this unforgettable adventure. Duration: 9 Days
11/15/2025
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Crab Feast Cruise at Suicide Bridge & Harriet Tubm
Crab Feast Cruise at Suicide Bridge & Harriet Tubm
Explore Maryland’sEastern Shore on a scenic cruise paired with a classic crab feast, then delve into history at the Harriet Tubman Museum. Discover the region’s flavorful cuisine, captivating waterways, and inspiring stories for a truly memorable day.
7/18/2025
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Cross Country By Bus - The Vacation of a Lifetime!
Cross Country By Bus - The Vacation of a Lifetime!
Embark on a cross-country adventure with Eyre Tours. Travel by bus from coast to coast, exploring iconic landmarks, stunning landscapes, and diverse cities along the way. Duration: 27 Days
8/31/2025
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Myrtle Beach, SC & Wilmington, NC
Myrtle Beach, SC & Wilmington, NC
Join Eyre Tours for a coastal adventure to Myrtle Beach, South Carolina and Wilmington, North Carolina. Enjoy beautiful beaches, vibrant entertainment, a sunset cruise, and historic charm on this journey through two Carolina beaches. Duration: 7 Days
9/14/2025
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Niagara Falls, NY
Niagara Falls, NY
Experience the breathtaking beauty of Niagara Falls, NY, on this exciting tour. Marvel at the iconic falls, explore nearby attractions, and enjoy comfortable accommodations and delicious meals for a memorable getaway. Duration: 4 Days
10/12/2025
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Ocean City, MD Express
Ocean City, MD Express
Eyre Tours takes you to Ocean City for the day on your own! Enjoy the beautifully maintained beach, shop, or walk along the three mile boardwalk offering a taste of classic seaside charm.
8/14/2025
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Paris, Normandy & Chateaux Country
Paris, Normandy & Chateaux Country
Experience the romance of Paris, the history of Normandy, and the charm of Châteaux Country with Eyre Tours. Explore iconic landmarks, beautiful landscapes, and historic sites on this enchanting journey through France. Duration: 10 Days
10/10/2025
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Savannah, GA & Charleston, SC: Southern Charm
Savannah, GA & Charleston, SC: Southern Charm
Experience the charm of the South with this unforgettable tour of Savannah, GA, and Charleston, SC. Explore historic streets, beautiful architecture, and lush gardens while enjoying the warm hospitality of these iconic Southern cities. Duration: 6 Days
9/1/2025
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Seafood Fest, Boat Cruise, & Resorts Casino - AC
Seafood Fest, Boat Cruise, & Resorts Casino - AC
Experience Atlantic City with Eyre Tours, featuring a visit to Resorts Casino, a seafood buffet at Steel Pier, and a scenic oceanfront cruise showcasing the city’s skyline.
7/22/2025
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Vermont in the Summertime
Vermont in the Summertime
Discover the natural beauty of Vermont in the summertime with Eyre Tours. The Green Mountain State offers so much to do including history lessons, local treats, beautiful bodies of water and so much more! Duration: 4 Days
8/3/2025
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Eyre Tours by Starr
410.442.6872
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