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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.
Discover the beauty of the Adirondack Mountains on this scenic rail and sail adventure. Relax aboard a picturesque train ride, enjoy a cruise on sparkling waters, and take in charming towns surrounded by breathtaking landscapes
Duration: 3 Days
Explore the wonders of Alaska on this scenic land tour featuring Denali, Fairbanks, Anchorage, and more. Experience wildlife, glaciers, and unforgettable landscapes.
Duration: 9 Days
Explore the breathtaking beauty of the Swiss Alps as you journey through charming alpine villages by rail. This unforgettable tour features scenic train rides, storybook landscapes, and cultural highlights that capture the magic of Switzerland.
Duration: 9 Days
Set sail with Starr Tours on a picturesque Fall Lighthouse Cruise in Annapolis, Maryland. Enjoy scenic views, historic landmarks, and autumnal charm on this unforgettable nautical adventure.
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.
Discover the magic of Athens and the Greek Islands on this unforgettable journey. Explore ancient ruins, breathtaking landscapes, and charming island villages while enjoying guided sightseeing and leisure time to soak in the Mediterranean beauty.
Duration: 9 Days
Discover the rich history and vibrant culture of Boston, Massachusetts! Experience the charm of this historic city and visit iconic landmarks like the Freedom Trail, Bunker Hill, Boston Harbor, Faneuil Hall Marketplace, and Charlestown Navy Yard.
Duration: 3 Days
Discover Cape Cod and the island of Martha's Vineyard, Massachusetts, where picturesque Victorian cottages, quaint gingerbread houses, and miles of unspoiled beaches are waiting to charm you. Visit countless historic sites and landmarks, each telling the proud role that Cape Cod has played in American history.
Duration: 4 Days
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 Massachusetts coastal escape.
Duration: 5 Days
Explore the rich history and grandeur of three upstate New York "castles" on our Castles of New York tour! Visit Wing's Castle, Singer Castle, and Boldt Castle, and admire their architectural beauty and discover the stories behind these magnificent landmarks.
Duration: 4 Days
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 Starr Tours!
Duration: 7 Days
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
Enjoy the unspoiled beauty of New England's Connecticut River Valley by train and by boat on this 2-day getaway.
Duration: 2 Days
Step into America’s pastime with Starr Tours on a getaway to Cooperstown, New York, home of the National Baseball Hall of Fame and Museum. Cruise Otsego Lake, enjoy tours and tastings, and explore the charm of this all-American town.
Duration: 3 Days
Travel the legendary Route 66 from Chicago to Santa Monica on this unforgettable cross-country journey. Discover National Parks, iconic roadside attractions, historic towns, and breathtaking landscapes with comfortable accommodations and expert tour guidance every step of the way.
Duration: 27 Days
Discover the scenic beauty and rich culture of New York’s Finger Lakes region! Enjoy picturesque vineyards, serene lakes, and charming towns as you explore this stunning destination known for its wine and natural wonders.
Duration: 3 Days
Discover the haunted history and eerie charm of New England with Starr Tours. Experience ghostly evening tours, the Jack O'Lantern Spectacular, a private Beacon Hill home tour, a visit to the historic Lizzie Borden house, and more.
Duration: 4 Days Grab your girlfriends for a flavorful getaway to Wellsboro, PA with Starr Tours! Celebrate the flavors of Tioga County with chef-prepared meals, local tastings, wine flights, sweet treats, and stunning views of the Pennsylvania Grand Canyon. It’s the perfect mix of food, fun, and friendship!
Duration: 3 Days
Join Starr Tours for Holland, Michigan's annual Tulip Festival! Marvel at vibrant displays of blooming tulips, and enjoy Dutch culture, the Volksparade, and beautiful gardens.
Duration: 6 Days
Explore beautiful Hudson Valley in New York! See spectacular scenery from your Hudson River Cruise, savor the flavors of this bountiful region at the renowned Culinary Institute of America, and hear fascinating history amid the backdrop of mansions and West Point Academy.
Duration: 3 Days
Discover the beauty and history of southern Italy on this unforgettable tour featuring the stunning Amalfi Coast, the ruins of Pompeii, and the eternal city of Rome.
Duration: 10 Days
Embark on a captivating journey to Ithaca, New York 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
Discover the breathtaking fall splendor of New York's Lake George and Lake Placid with scenic views, historic sites, and vibrant autumn foliage. Enjoy crisp mountain air, charming villages, and the unforgettable scenery of the Adirondacks.
Duration: 3 Days
Discover the breathtaking beauty of Lake Michigan’s scenic shores with Starr Tours! From charming waterfront towns and scenic cruises to an exhilarating dune ride, you’ll explore the region’s iconic sights and natural wonders.
Duration: 8 Days
Visit the enchanting Mackinac Island in Michigan with Starr Tours. Enjoy three overnight stays at the majestic Grand Hotel and explore the island's timeless beauty, historic sites, and variety of activities.
Duration: 8 Days
Step back in time onto enchanting Mackinac Island in Michigan, where bluff cottages, horse-drawn carriages, and historical treasures await you on this island that is a National Historic Landmark.
Duration: 7 Days
Discover the breathtaking beauty of Maine’s rocky coast with Starr Tours. Explore Acadia National Park, visit charming seaside towns, and enjoy stunning coastal views on this scenic adventure.
Duration: 5 Days
Explore Tennessee's two music cities with Starr! Visit Nashville, widely known as the "Country Music Capital of the World", and Memphis, home of the Blues and birthplace of Rock n' Roll. Experience musical landmarks, historic sites, and Southern hospitality with a Grand Ole Opry performance, and visits to Graceland, Sun Studio, Memphis Rock 'n' Soul Museum and Blake Shelton's Ole Red Restaurant.
Duration: 7 Days Celebrate the magic of the season with Starr Tours! Experience the Nantucket Christmas Stroll, complete with Santa, live entertainment, and festive seaside charm. Plus, enjoy other Cape Cod holiday highlights!
Duration: 4 Days
Experience New Hampshire's White Mountains with two scenic train rides, a tranquil boat ride on Squam Lake, and the breathtaking natural beauty of New England.
Duration: 4 Days
Discover the natural beauty of Ontario's Niagara Falls and the charm of Niagara-on-the-Lake with Starr Tours. Enjoy breathtaking views of the trio of falls from land and on boat, dine at the top of Skylon Tower, and see local historic sites on this unforgettable trip to Canada.
Duration: 4 Days
Explore the wonders of Ontario's Niagara Falls, the charm of Niagara-on-the-Lake, and the vibrant city of Toronto with Starr Tours. Enjoy breathtaking views of the trio of falls from land and on boat, dine at the top of Skylon Tower, see local historic sites, visit the capital city of Toronto, and enjoy the views from the top of CN Tower on this memorable journey to Canada.
Duration: 5 Days
Join Starr Tours for Sail250 America, a celebration marking the 250th anniversary of our nation’s founding. Experience the excitement as more than 55 tall ships and military vessels from 20 nations gather along Norfolk, Virginia’s waterfront, alongside the 50th anniversary of Harborfest!
Duration: 4 Days
Explore Norfolk, Virginia with Starr Tours and experience the excitement of the annual NATO Festival and the Virginia International Tattoo. Embrace international pride, watch a patriotic showcase of music and military drill by performers from around the world, and discover naval vessels in this dynamic waterfront town.
Duration: 4 Days
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
Experience the beauty of Ocean City, Maryland, with Starr Tours. Explore Assateague Island ("Home of the Wild Ponies"), learn about the area's maritime history, and discover charming coastal treasures along the way on this beachtown getaway.
Duration: 4 Days
Travel along the North Carolina coastline to learn about the history of flight, see remarkable lighthouses, search for roaming wild horses, experience a dolphin watch boat tour, and discover the appeal of the Outer Banks beaches.
Duration: 5 Days
Experience the stunning beauty of Pennsylvania’s Grand Canyon in Wellsboro. This tour offers breathtaking views, charming small-town vibes, and a relaxing journey through one of the state’s most scenic natural wonders.
Duration: 3 Days
Explore the rich French-Canadian culture and heritage of Quebec City and Montreal. Discover the historic architecture, ancient churches, beautiful parklands, and picturesque villages on this vacation that brings together the new world with old world charm.
Duration: 6 Days
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.
Duration: 7 Days
Join Starr Tours in Connecticut for a getaway designed especially for solo travelers! Meet new travel friends while enjoying a Thimble Islands Boat Cruise, a lively luncheon show at the Aqua Turf Club, and much more!
Duration: 2 Days
Discover the beauty and charm of sunny San Diego on this unforgettable tour. Enjoy visits to top attractions like the San Diego Zoo, plus plenty of free time to explore the scenic coast, local shops, and vibrant neighborhoods.
Duration: 6 Days
Savor the flavors of Vermont with our Culinary Delights & Green Mountain Goodness tour! Enjoy farm-to-table cuisine, explore charming towns, and experience the natural beauty of the Green Mountains on this delicious adventure.
Duration: 4 Days
Winter in Virginia Beach, Virginia is one of the best times to view coastal wildlife! Experience a wildlife-watching adventure for incredible marine life sightings, a visit to the aquarium, tour of Virginia Beach, and more.
Duration: 4 Days
Embark on an unforgettable journey through the Wild West with stops at Yellowstone National Park, Grand Teton, and Jackson Hole. Marvel at stunning landscapes, geysers, and wildlife while experiencing the charm of a western adventure.
Duration: 7 DaysSearch by Keyword
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