Multi-Day – Custom Holidays

Caribbean Cruise Escape

January 23, 2026 - February 7, 2026

Set sail in style on the beautiful Norwegian Viva! This Caribbean escape takes you from Jamaica’s reggae shores to the turquoise waters of the British Virgin Islands, Antigua, St. Maarten, Puerto Rico, the Dominican Republic, Mexico, and Grand Cayman. Sun-soaked beaches, vibrant cultures, and unforgettable adventures await on this island-hopping journey

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Hawaii 3 Island Adventure

March 10, 2026 - March 18, 2026

Experience the beauty and spirit of Aloha on this unforgettable Hawaiian adventure featuring three of the state’s most stunning islands—Oahu, Hawaii (the big island), and Maui. Enjoy guided sightseeing, cultural experiences, and time to relax and soak in the tropical paradise that is Hawaii. This is the perfect way to explore the best of the islands in one seamless journey.

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Tropical Costa Rica

March 23, 2026 - March 31, 2026

Lush forests and stunning waterfalls, rumbling volcanoes and endless coastlines - Costa Rica is a paradise teeming with exotic plants and incredible animals. Enjoy this 9 day escape with included hotel accommodations, tours, local cuisine, and round-trip air.

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America 250

April 17, 2026 - April 22, 2026

In 2026, the United States turns 250 — and there's no better way to honor this historic milestone than with a patriotic journey through Virginia. Experience the unforgettable Virginia International Tattoo, tour Monticello and Colonial Williamsburg, and explore the heart of our nation’s founding history. With coastal charm, rich culture, and festive celebrations, this tour brings America’s story to life!

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Holland Tulip Festival

May 1, 2026 - May 2, 2026

Save $50 when you register by January 30, 2026!- Celebrate spring in full bloom on our overnight getaway to Michigan’s famous Holland Tulip Festival! Wander through the vibrant Windmill Island Gardens, stroll the colorful Tulip Immersion Garden, and experience authentic Dutch culture brought to life with traditional music, dance, and displays. Enjoy a guided city tour, browse the Artisan Market for unique treasures, and soak up the charm and beauty of this beloved annual festival.

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Mackinac Island: Mission Point Resort

May 11, 2026 - May 14, 2026

Discover the magic of Mackinac Island with a three-night stay at the charming Mission Point Resort, where every detail is taken care of for a truly relaxing escape. Enjoy roundtrip ferry service, horse-drawn taxi rides, and guided touring—including a scenic carriage ride and visit to historic Fort Mackinac with lunch at the Tea Room. Indulge in a gourmet three-course experience at the Carriage House Restaurant, plus daily breakfast and a sweet fudge tasting. With free time to explore the island, seamless transportation, and a professional tour manager to guide the way, this island getaway blends elegance, ease, and unforgettable moments.

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Spring in the Smoky Mountains & Biltmore Estate

May 16, 2026 - May 22, 2026

Experience Southern charm and scenic beauty on this 6-night getaway. Stay at DreamMore Resort, enjoy Dollywood with a Festival & Tasting Pass, and see Dolly Parton’s Stampede. Tour the Smoky Mountains, Biltmore Estate, and Museum of the Cherokee Indian. Highlights include a Chef’s Table dinner, Kentucky Horse Park, Muhammad Ali Center, and more.

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Grand Rapids: A Canvas of Color

June 3, 2026 - June 4, 2026

Save $50 when you register by February 20, 2026! - Immerse yourself in art and creativity on this inspiring overnight getaway to Grand Rapids! Marvel at the dazzling Chihuly glass at Frederik Meijer Gardens, paint your own masterpiece at Brush Studio, savor local flavors at the lively Downtown Market, and explore history at the Gerald R. Ford Presidential Museum—an unforgettable blend of culture, color, and charm!

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Route 66: St. Louis to Oklahoma

June 7, 2026 - June 14, 2026

Hit the Road for Route 66’s 100th Anniversary! In 2026, America’s iconic “Mother Road” turns 100, marking a century since its debut in 1926 . Our guided motorcoach tour from St. Louis through historic Missouri into Oklahoma is the perfect way to celebrate—from classic murals and legendary roadside stops to nostalgic museums and vibrant culture along the way. Join us for this once-in-a-lifetime journey honoring 100 years of adventure on Route 66!

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Summer Mystery Tour

June 22, 2026 - June 25, 2026

Save $100 when you register by January 30, 2026! - Step into the unknown with Custom Holidays as we embark on a journey where every turn holds a surprise. From peaceful outdoor vistas to charming downtown discoveries, this carefully curated mystery tour blends culture, nature, and a few unexpected twists. If you love the thrill of not knowing what comes next—but want to be sure it’s something great—this adventure is for you.

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1000 Islands

July 13, 2026 - July 18, 2026

Save $100 when you register by January 30, 2026! - Storybook castles, pristine waters, and the scenic St. Lawrence River set the stage for this unforgettable summer escape. Explore vibrant Toronto, cruise through the Thousand Islands, and stroll quaint towns and waterfront villages. Enjoy a countryside wine tasting, browse Canada’s largest farmers market, and soak in the rich history, local flavors, and breathtaking views that make this region a traveler’s favorite.

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Joshua – Sight & Sound Theatre

July 20, 2026 - July 23, 2026

Save $100 when you register by February 20, 2026! - Experience the best of Pennsylvania on this inspiring getaway! Enjoy Joshua at Sight & Sound Theatre, shop and dine at Hartville Kitchen, and relax at the elegant Tara Inn. Discover Amish charm with a horse and buggy ride, visits to Riehl’s Quilts and Zook’s Mill Covered Bridge, and dinner at the Historic Inn of Leola Village. Conclude with dinner at the Log Cabin Restaurant and a visit to the Frick Pittsburgh Museum and Gardens.

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Stratford Festival

July 29, 2026 - July 31, 2026

Save $50 when you register by April 17, 2026! - Enjoy a delightful getaway to Stratford featuring two outstanding performances from the world-renowned Stratford Festival, known for its exceptional theater and charming setting. In between shows, take a guided tour of the Waterloo Region, discovering its scenic landscapes, historic towns, and local highlights. You’ll also go behind the scenes at the Festival Theatre, where an exclusive guided tour offers a fascinating look at the craftsmanship, history, and inner workings that bring these acclaimed productions to life.

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Niagara-On-The-Lake

August 4, 2026 - August 6, 2026

Save $50 when you register by April 17, 2026! - Escape to charming Niagara-on-the-Lake on this delightful getaway filled with culture, scenery, and indulgence. Enjoy two captivating performances at the Shaw Festival Theatre, a relaxing wine tasting in the heart of Niagara wine country, and a sweet stop at a maple producer. Take in the impressive engineering of the Welland Canal, then soak up classic elegance with time at the iconic Prince of Wales Hotel. It’s the perfect blend of theater, taste, and timeless Niagara charm.

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Canadian Rockies & Glacier National Park

August 21, 2026 - August 27, 2026

Ice fields, rushing waterfalls, glacial peaks, and towering summits await in the breathtaking landscapes of the Canadian Rockies and Glacier National Park. Ride aboard an open-air Jammer car through Glacier National Park and travel the unforgettable Icefields Parkway. Stop at Athabasca Glacier and choose between a ride across the ice or a walk on the glass-bottom Columbia Icefield Skywalk. Explore Bow Falls, Surprise Corner, and the iconic Lake Louise—an adventure that showcases the wideopen prairies, the towering Canadian Rockies, and Montana’s natural wonders.

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Cape Cod & The Islands

September 8, 2026 - September 14, 2026

Save $100 when you book by January 30, 2026! - Experience the charm and beauty of coastal New England on this 6-night getaway featuring the iconic islands of Martha’s Vineyard and Nantucket. Enjoy guided tours through quaint villages, windswept seashores, and historic landmarks—including Sandwich & Hyannisport. Cruise the Cape Cod National Seashore, visit a working cranberry bog, and set sail on a thrilling whale watch from Provincetown. A lobster dinner and an evening of storytelling add flavor and fun to your journey.

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Autumn Rails of New England

September 29, 2026 - October 7, 2026

Save $100 when you register by January 30, 2026! - Join us for 9 unforgettable days exploring New England’s autumn splendor! This scenic getaway combines colorful fall foliage, historic rail journeys, lake cruises, charming mountain towns, and a cozy resort stay. From the White Mountains of New Hampshire to the lakes of Vermont and the literary legacy of the Berkshires, you’ll experience the very best of New England at its most beautiful.

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Australia: The Grand Tour

October 16, 2025 - October 30, 2026

Save $250 when you register by January 30, 2026! - Embark on the journey of a lifetime through Australia's vibrant cities, breathtaking outback, lush rainforests, and the dazzling Great Barrier Reef.

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Mackinac Island – The Grand Experience

October 18, 2026 - October 21, 2026

This Grand Experience is an all-inclusive discounted travel package for travelers ages 50+, complete with exciting events, accommodations at the luxurious Grand Hotel, five-course meals, carriage tours, activities and more!

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Christmas Markets of Austria & Germany

December 7, 2026 - December 17, 2026

Save $200 per person when you book by February 17th - Immerse yourself in the festive spirit as you explore Austria and Germany's most charming holiday markets on an enchanting 11-day journey through the magical Christmas Markets of Salzburg, Innsbruck, Augsburg, Nuremberg, Rothenburg, and Frankfurt. Usher in the holiday season with visits to Christmas Markets in Austria and Germany. See spectacular decorations, taste regional holiday foods, discover local traditions, and hunt for Christmas treasures.

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Celebration of Music River Boat Cruise – Amawaterways

July 6, 2027 - July 14, 2027

Capture the imperial history of Old-World Europe along the Danube River as it flourished beneath towering fortresses and inspired legendary artists and musicians. Throughout your journey you will visit the river’s legendary capitals: Budapest, Bratislava and Vienna – the city of waltzes. Encounter fascinating architecture and historical museums, including Vienna's Liszt Museum and magnificent Schönbrunn Palace. Plus, follow The Sound of Music through sprawling Salzburg, the incomparable birthplace of Wolfgang Amadeus Mozart.

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