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Tours With Sailing & Boat Activities

Adirondack, NY Rail & Sail

Embark on Starr Tours' Adirondack NY Rail & Sail adventure for a scenic and relaxing getaway. Enjoy a picturesque train ride through the Adirondacks and a serene cruise on Raquette Lake, all with expert guidance and comfortable travel.

Duration: 3 Days
Dates: 7/26/2024 and 8/23/2024
Agawa Canyon Train Tour - Ontario, Canada

Join Starr Tours for an unforgettable journey to Agawa Canyon in Ontario. Experience breathtaking views on a scenic train ride through the canyon, with expert guidance and comfortable travel throughout the trip.

Duration: 7 Days
Date: 9/2/2024
Annapolis, MD Fall Lighthouse Cruise

Set sail on a picturesque Fall Lighthouse Cruise in Annapolis with Starr Tours. Enjoy scenic views, historic landmarks, and autumnal charm on this unforgettable nautical adventure.

Dates: 10/26/2024 and 11/2/2024
Assateague Island Boat Cruise - Ocean City, MD

Experience the natural beauty and wildlife of Assateague Island on a scenic boat cruise with Starr Tours. Marvel at wild ponies, pristine beaches, and stunning coastal views for an unforgettable outdoor adventure.

Multiple dates available
Baltimore, MD Crab Feast & Boat Cruise

Indulge in a delectable Baltimore Crab Feast with Starr Tours. Savor the iconic flavors of Maryland's famous blue crabs at this all-you-can-eat crab feast including delicious local specialties amidst lively atmosphere and waterfront views for a truly mouthwatering experience.

Dates: 8/10/2024 and 8/17/2024
Boston, Massachusetts Getaway

Escape to Boston, Massachusetts, for a memorable getaway with Starr Tours. Explore historic landmarks, vibrant neighborhoods, and cultural attractions in this iconic historic and cosmopolitan city

Duration: 3 Days
Dates: 7/19/2024 and 10/18/2024
Cape Cod & Martha's Vineyard

Experience the charm of Cape Cod and Martha's Vineyard with Starr Tours. Explore picturesque coastal towns, pristine beaches, and iconic landmarks on this relaxing and scenic getaway.

Duration: 4 Days
Multiple dates available
Cape Cod, Martha's Vineyard & Nantucket Island

Embark on a picturesque journey to Cape Cod, Martha's Vineyard, and Nantucket Island with Starr Tours. Explore charming coastal towns, pristine beaches, and iconic landmarks on this unforgettable coastal escape.

Duration: 5 Days
Multiple dates available
Cape May, NJ Maritime

Experience the maritime charm of Cape May, NJ, with Starr Tours. Experience a whale & dolphin cruise, trolley tour, and a wharf walking tour on this coastal adventure.

Date: 8/29/2024
Charming Ports of the South

Discover the charm of the South's captivating ports with Starr Tours. From the historic elegance of Jekyll Island to the enchanting allure of St. Augustine and Savannah, immerse yourself in rich history, scenic beauty, and Southern hospitality on this unforgettable journey.

Duration: 8 Days
Date: 11/16/2024
Chattanooga & Knoxville: TN Birthday Bash

Celebrate with Starr Tours on a thrilling Chattanooga and Knoxville, Tennessee birthday bash vacation! Enjoy scenic beauty, historic landmarks, and festive fun in these vibrant cities.

Duration: 6 Days
Date: 10/28/2024
Chautauqua & Jamestown, NY: Comedy & Culture

Experience the perfect blend of comedy and culture in Chautauqua and Jamestown, NY, Lucille Ball's hometown, with Starr Tours. Enjoy laughter-filled experiences, explore cultural attractions, and immerse yourself in the charm of these scenic destinations.

Duration: 4 Days
Date: 9/8/2024
Chesapeake City, MD: Land & Sea

Embark on a delightful land and sea adventure in Chesapeake City, MD, with Starr Tours. Explore charming streets, enjoy a scenic cruise, and sightseeing along the canals for an unforgettable experience.

Dates: 6/24/2024 and 8/19/2024
Chicago Highlights: My Kind of Town

Explore the best of Chicago with Starr Tours' "My Kind of Town" tour. From iconic architecture to cultural gems, immerse yourself in the vibrant energy and rich history of the Windy City.

Duration: 7 Days
Date: 7/20/2024
Cocoa Beach, FL Winter Getaway

Escape to the sunny shores of Cocoa Beach, FL, with Starr Tours. Relax on pristine beaches, enjoy water activities, and soak up the laid-back coastal vibe for the perfect beach getaway.

Duration: 14 Days
Date: 2/13/2025
Connecticut: Rail & Sail

Embark on a scenic Rail & Sail adventure through Connecticut with Starr Tours. Relax on a picturesque train journey and cruise along tranquil waters, immersing yourself in the beauty of New England.

Duration: 2 Days
Date: 10/10/2024
Crab Feast Cruise at Suicide Bridge & Harriet Tubm

Indulge in a delightful Crab Feast Cruise at Suicide Bridge and explore the Harriet Tubman Museum with Starr Tours. Savor fresh seafood, enjoy scenic views, and learn about the inspiring legacy of Harriet Tubman on this unforgettable journey.

Dates: 8/1/2024 and 8/29/2024
Cross Country by Bus: The Trip of a Lifetime

Embark on an epic journey along Route 66 and beyond with Starr Tours. Experience iconic landmarks, breathtaking landscapes, and the spirit of adventure on this unforgettable cross-country tour.

Duration: 27 Days
Date: 9/1/2024
Ellis Island & Liberty Island

Embark on a journey to Ellis Island and Liberty Island with Starr Tours. Explore the historic immigration center and iconic Statue of Liberty, immersing yourself in the rich history of these landmarks.

Dates: 6/20/2024 and 9/7/2024
Finger Lakes of New York: Lakes & Grapes

Experience the beauty of the Finger Lakes region of New York with Starr Tours. Explore serene lakes, lush vineyards, and charming towns, indulging in scenic views and delicious wines along the way.

Duration: 3 Days
Dates: 8/5/2024 and 9/9/2024
Gloucester and Salem, Massachusetts: Whale Watch

Embark on an exciting whale watching adventure in Gloucester and explore the historic town of Salem, Massachusetts, with Starr Tours. Witness majestic whales in their natural habitat and immerse yourself in the rich maritime history of Salem.

Duration: 4 Days
Date: 8/1/2024
Haunted Annapolis, MD

Embark on a hauntingly good time through the haunted history of Annapolis, MD, with Starr Tours. Explore eerie legends, mysterious tales, and haunted sites where history meets mystery in a chilling ghostly tour experience!

Date: 8/22/2024
Holland, Michigan Tulip Festival

Join Starr Tours for the Holland, Michigan Tulip Festival and experience a vibrant display of blooming tulips. Enjoy Dutch culture, parades, and beautiful gardens.

Duration: 6 Days
Date: 5/8/2025
Hudson Valley, NY Highlights

Discover the picturesque beauty and cultural treasures of the Hudson Valley, NY, with Starr Tours. Explore historic sites, charming towns, and West Point, immersing yourself in the rich heritage of this enchanting region.

Duration: 3 Days
Date: 7/24/2024
Ithaca, NY: Waterfalls, Women, and Wine

Embark on a captivating journey to Ithaca, NY, with Starr Tours, where you'll explore stunning waterfalls, celebrate influential women, and savor exquisite wines. Immerse yourself in the natural beauty and cultural richness of this vibrant destination.

Duration: 4 Days
Date: 7/30/2024
Lake George, NY: Fall Splendor

Immerse yourself in the breathtaking beauty of fall in Lake George, NY, with Starr Tours. Explore vibrant foliage, serene lakes, and charming towns, creating unforgettable memories amidst the splendor of autumn.

Duration: 3 Days
Date: 10/13/2024
Mackinac Island, Michigan

Step back in time onto this enchanting island where bluff cottages, horse-drawn carriages, and historical treasures await you.

Duration: 7 Days
Multiple dates available
Maine's Majestic Wilderness: Rangeley & Portland

Experience the majestic wilderness of western Maine's Rangeley Lakes & Mountain Region, with its breathtaking landscapes and abundant wildlife. Enjoy scenic drives, boat cruises, and the tranquility of nature in this beautiful region.

Duration: 5 Days
Date: 9/22/2024
Maine's Rocky Coast Featuring Acadia National Park

Embark on an unforgettable journey along Maine's rocky coast, featuring the breathtaking beauty of Acadia National Park. Explore scenic trails, rugged cliffs, and picturesque seaside villages on this captivating tour.

Duration: 5 Days
Dates: 7/14/2024 and 8/25/2024
New England Rail & Sail

Embark on an unforgettable journey through New England with our Rail & Sail tour. Experience scenic train rides and breathtaking coastal vistas.

Duration: 4 Days
Date: 6/20/2024
Niagara USA & the Erie Canal Feat. Seneca Casino

Leave your passport at home and enjoy your stay at Seneca Resort & Casino, located just 3 blocks from the iconic Falls with day trips to Buffalo & Erie Canal!

Duration: 4 Days
Date: 10/6/2024
Norfolk, VA and NATO Fest Featuring the Tattoo

Explore Norfolk, VA, with Starr Tours and experience the excitement of the NATO Festival. Discover historic sites, vibrant culture, and a dynamic waterfront.

Duration: 4 Days
Date: 4/24/2025
Norfolk, VA: Coastal Holiday

Experience the charm of coastal Norfolk, VA, during the holiday season. Delight in festive decorations, scenic waterfront views, and memorable holiday experiences.

Duration: 4 Days
Date: 12/12/2024
Nova Scotia, PEI, NB, Royal International Tattoo

Experience the vibrant culture of Nova Scotia and Prince Edward Island with Eyre Tours. Enjoy the spectacular Royal Nova Scotia International Tattoo and explore charming coastal towns.

Duration: 9 Days
Date: 6/27/2025
Nova Scotia, Prince Edward Island, & New Brunswick

Explore the stunning landscapes and rich history of Nova Scotia and Prince Edward Island. From charming seaside towns to picturesque coastlines, this tour offers an unforgettable Canadian adventure.

Duration: 9 Days
Date: 8/17/2024
Nova Scotia, The Cabot Trail, Prince Edward Island

Experience the breathtaking beauty of Nova Scotia and the Cabot Trail with Starr Tours. Enjoy stunning coastal views, charming villages, and a rich cultural heritage on this unforgettable bus tour.

Duration: 11 Days
Date: 8/16/2025
Outer Banks, NC: Wild and Wonderful

Experience the breathtaking beauty and coastal charm, along with the history of flight on this unforgettable vacation getaway to the Outer Banks, North Carolina.

Duration: 5 Days
Date: 9/22/2024
Pennsylvania's Grand Canyon - Wellsboro, PA

Discover the stunning vistas of the Pennsylvania Grand Canyon in Wellsboro. Enjoy scenic views, historic sites, and the natural beauty of this breathtaking destination.

Duration: 3 Days
Dates: 9/13/2024 and 10/4/2024
Riding the Rails Western Maryland

Journey through Maryland History on two scenic train rides. Add unique entertainment, historic attractions and delicious meals, for a trip you won't want to miss.

Duration: 4 Days
Date: 8/8/2024
Savannah, GA & Charleston, SC: Southern Charm

Experience the charm and elegance of the South with our tour to Savannah, GA, and Charleston, SC. Explore historic sites, beautiful gardens, and vibrant local culture on this memorable journey. Photo Courtesy of Adam Goldberg Photography

Duration: 6 Days
Multiple dates available
Seaside Heights, NJ & River Lady Boat Cruise

Cruise the scenic waters of Toms River and Barnegat Bay, then soak in the vibrant boardwalk vibes at Seaside Heights, NJ. Stroll around while enjoying the atmosphere.

Dates: 8/21/2024 and 9/4/2024
Silver Birches Luncheon Show & Fall Train Ride

Enjoy musical entertainment featuring Eric Kearns along with a delightful buffet meal and scenic fall train ride on this great getaway!

Dates: 9/26/2024 and 10/3/2024
Solo Travelers Experience: Maryland's Shores

Explore the scenic Maryland Shores on this tour designed with fun and friendship in mind. Enjoy beautiful beaches, charming towns, and unique local attractions in a friendly group setting.

Duration: 3 Days
Date: 7/30/2024
Vermont and New Hampshire: Fall Splendor

Enjoy a retreat to Vermont and New Hampshire in the fall where you can delight in the fresh outdoors, savor delectable cuisine, and explore iconic attractions.

Duration: 6 Days
Date: 10/13/2024

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