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  • Home
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  • May 2026 tours
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May 2026 USA Tours - Book Now

Don't miss out on USA's best experiences! Book early from over 220 tours departing in May 2026. Secure better prices, guaranteed spots, and peace of mind with more than 2,200 verified traveler experiences.

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  • Duration
    1 day23 days
  • Tour Types
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  • Physical Rating
  • Accommodations
    • Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
    • Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
    • Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
  • Destinations
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    • Get a customized trip to USA in May 2026

    Plan a multi-country or regional adventure across USA in May 2026, with help from a local expert.

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      Recommended by
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    • Price
      USD 33USD 9,231
      • Showing 1 - 10 of 215 results
      Essential East Coast And Western Classics - May 2026

      Essential East Coast and Western Classics - May 2026

      Explore the cultural treasures of North America on the 16-day 'Essential East Coast and Western Classics' tour, starting in New York and concluding in San Francisco. Designed with seniors in mind, this guided journey takes you through Montreal, Los Angeles, Bakersfield, and other vibrant cities. Enjoy leisurely sightseeing of historic and religious landmarks, all while staying in comfortable hotels and enjoying inclusive meals and transportation. What makes this tour stand out is its seamless blend of cultural heritage and modern cityscapes, ideal for those who appreciate both history and the comforts of well-organized group travel.
      Cultural, religious and historic sites
      Tour Type
      Group Tour
      Accommodation
      Hotel
      Age Range
      15-99 yrs
      Operated in
      english
      Destinations
      New York, San Francisco, Los Ang
      New York, San Francisco, Los Angeles, Bakersfield, Fresno, CA, Boston, Montreal, Quebec City, Ottawa, Toronto
      View Tour
      San Francisco Half Day Wine Tour - May 2026

      San Francisco Half Day Wine Tour - May 2026

      Looking for a delightful escape from San Francisco? The San Francisco Half Day Wine Tour is perfect for anyone with a passion for wine or a penchant for picturesque landscapes. Departing at midday, you’ll cross the iconic Golden Gate Bridge, passing through Sausalito’s seaside charm before reaching Sonoma Valley’s rolling vineyards. Visit two acclaimed Sonoma wineries for tastings and an exclusive estate tour, where a wine expert guides you through the nuances of fermentation, barrel aging, and bottling. Between tastings, soak up the scenic beauty of California’s premier wine country—a treat for the senses. The unique selling point of this trip is its perfect blend of education and enjoyment: you’ll not only taste outstanding wines but also gain behind-the-scenes insights, all while savoring the splendor of Sonoma’s vineyard-draped hills. The afternoon wraps up with a leisurely drive back to San Francisco, just in time for sunset.
      Wine tasting tours
      Tour Type
      Group Tour
      Accommodation
      Hotel
      Age Range
      3-79 yrs
      Operated in
      english
      Destinations
      San Francisco
      San Francisco
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      2-day Hop-on Hop-off Pass - May 2026

      2-day Hop-On Hop-Off Pass - May 2026

      Why rush through San Francisco when you can savor its sights over two days? The 2-day Hop-On Hop-Off Pass offers the ultimate city sightseeing adventure, allowing you to explore legendary landmarks—from Fisherman's Wharf and the bustling Embarcadero to Alamo Square’s Painted Ladies and the sprawling Golden Gate Park. Cross the iconic Golden Gate Bridge for jaw-dropping views, or hop off to delve into museums and vibrant neighborhoods at your own pace. This trip includes a live-narrated San Francisco Night Tour, showcasing glittering cityscapes, Chinatown’s lantern-lit streets, and a dazzling ride over the Bay Bridge to Treasure Island. The unique selling point? Extended flexibility and a magical nighttime perspective, making this tour package perfect for travelers who want to immerse themselves fully in San Francisco’s energy and beauty.
      Sightseeing Tours
      Tour Type
      Group Tour
      Age Range
      2-79 yrs
      Operated in
      english
      Destinations
      San Francisco
      San Francisco
      View Tour

      Combine USA in May with Nearby Countries for an Unforgettable Trip

      See tours with itineraries going through multiple countries, including USA

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      Alternatively, explore tours that are exclusively just Canada and USA.

      Muir Woods & Sausalito Experience - May 2026

      Muir Woods & Sausalito Experience - May 2026

      Escape the city and breathe in the serenity of towering redwoods on the Muir Woods & Sausalito Experience. Departing from Fisherman’s Wharf, cross the iconic Golden Gate Bridge for panoramic bay views, then journey along the Pacific Coast Highway to Muir Woods National Monument. Here, stroll paved and unpaved trails amid some of the world’s tallest trees—scenes so cinematic they’ve graced Hollywood films. After your forest immersion, discover Sausalito’s Mediterranean charm: boutique shopping, art galleries, delicious cuisine, and sweeping vistas await. For extra adventure, opt to ferry back to San Francisco for unforgettable skyline and bridge views (ferry ticket not included). The USP of this trip is its harmonious blend of natural tranquility and cosmopolitan charm, offering a refreshing change of pace and scenery, just a short ride from San Francisco.
      Sightseeing Tours
      Tour Type
      Group Tour
      Age Range
      3-79 yrs
      Operated in
      english
      Destinations
      San Francisco
      San Francisco
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      Essential East Coast And Unmissable West - May 2026

      Essential East Coast and Unmissable West - May 2026

      Curious about the ultimate North American odyssey? The 'Essential East Coast and Unmissable West' tour delivers 23 days of city sightseeing from the bustling avenues of New York to the scenic charms of San Francisco. Crafted for seniors, this journey promises a relaxing pace through a dozen destinations, including Detroit, Chicago, and Los Angeles, as well as key cities in Canada. With comfortable hotels, group transport, and meals included, every detail is managed so you can focus on enjoying each locale. The standout feature is the tour’s extensive itinerary, offering a rare opportunity to experience both coasts and everything in between, all in one seamless trip package.
      City sightseeing
      Tour Type
      Group Tour
      Accommodation
      Hotel
      Age Range
      15-99 yrs
      Operated in
      english
      Destinations
      New York, San Francisco, Niagara
      New York, San Francisco, Niagara Falls, Detroit, Chicago, Los Angeles, Las Vegas, Flagstaff, Bakersfield, Fresno, CA, Boston, Montreal, Quebec City, Ottawa, Toronto
      View Tour
      From Washington To Las Vegas - May 2026

      From Washington to Las Vegas - May 2026

      Set off on a grand adventure from the nation’s capital to the entertainment capital of the world with the "From Washington to Las Vegas" city sightseeing tour. Spanning 21 days, this group trip covers Boston, New York, and 10 other destinations throughout the USA and Canada—crafted for seniors who value comfort and cultural immersion. With hotels, transport, and meals seamlessly included, you can relax and enjoy the journey’s diverse highlights. The tour’s unique selling point is its extensive, cross-country route, allowing you to experience a remarkable variety of cities and landscapes in one cohesive package.
      City sightseeing
      Tour Type
      Group Tour
      Accommodation
      Hotel
      Age Range
      15-99 yrs
      Operated in
      english
      Destinations
      Washington D.C., Las Vegas, Toro
      Washington D.C., Las Vegas, Toronto, Niagara Falls, Detroit, Chicago, Los Angeles, Flagstaff, New York, Boston, Montreal, Quebec City, Ottawa
      View Tour
      San Francisco Full Day Wine Tour - May 2026

      San Francisco Full Day Wine Tour - May 2026

      Unwind in the heart of California’s wine country with the San Francisco Full Day Wine Tour, a must for wine enthusiasts and those keen to explore Northern California’s renowned vineyards. Departing from Fisherman’s Wharf, you’ll cross the Golden Gate Bridge for panoramic city and bay views before heading into the rolling hills of Sonoma and Napa Valley. Throughout the day, visit three distinctive wineries—from boutique family-run estates to grand chateaux. Friendly, knowledgeable staff share the secrets of both traditional and modern winemaking, while exclusive estate tours offer insights into the artistry behind every bottle. Enjoy a leisurely lunch in charming Yountville or Sonoma Square, with time to relax, shop, or sample local treats. The tour’s highlight is its variety—you’ll experience diverse wineries and tasting styles, all guided by experts eager to share their passion. The seamless organization and stunning scenery make this tour package the perfect way to discover California’s world-class wine region in comfort and style.
      Wine tasting tours
      Tour Type
      Group Tour
      Accommodation
      Hotel
      Age Range
      3-79 yrs
      Operated in
      english
      Destinations
      San Francisco
      San Francisco
      View Tour
      San Francisco Night Tour - May 2026

      San Francisco Night Tour - May 2026

      Discover San Francisco’s glittering side on the San Francisco Night Tour—a dynamic ride that reveals the city’s famous landmarks after dark. Cruise along bustling Pier 39, ascend Russian Hill and Nob Hill for sweeping city views, and marvel at Grace Cathedral’s illuminated grandeur. Glide past Chinatown’s lantern-lit streets and modern skyscrapers in the Financial District, then cross the Bay Bridge, where a spectacular evening light show greets you. From Treasure Island, soak in the skyline’s twinkling panorama before returning along the waterfront, with vistas of the Ferry Building and Bay Bridge. An expert guide brings the city’s nocturnal energy to life, ensuring every moment is both fun and informative. The unique selling point: this sightseeing tour reveals a side of San Francisco few experience—when the city lights up and the atmosphere turns truly magical.
      Sightseeing Tours
      Tour Type
      Group Tour
      Age Range
      3-79 yrs
      Operated in
      english
      Destinations
      San Francisco
      San Francisco
      View Tour

      Page 20 of 215 Trips in USA during May 2026 with 2,180 Reviews

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      Route 66 From Chicago To La - 12 Days - May 2026

      Route 66 From Chicago to LA - 12 days - May 2026

      Hit the open road on a westbound adventure along Route 66, from the skyscrapers of Chicago to the sun-soaked shores of Santa Monica. This 12 day tour isn’t just about the miles - it’s about the stories behind every roadside diner, neon sign, and quirky small town. Walk in Lincoln’s footsteps in Springfield, explore the depths of Meramec Caverns, stand beneath the Gateway Arch, and snap a photo at the Cadillac Ranch. From blue whales in Oklahoma to wild burros in Oatman, this is classic Americana at its most vivid. With iconic sights, local eats, and a deep dive into the soul of the Mother Road, it’s a one-of-a-kind road trip through the heart of the USA.
      Explorer
      Tour Type
      Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
      Accommodation
      Hotel
      Age Range
      18-80 yrs
      Operated in
      english
      Destinations
      Los Angeles, Chicago, San Bernar
      Los Angeles, Chicago, San Bernardino, Santa Monica, Springfield, St Louis, Tulsa, Oklahoma City, Amarillo, Albuquerque, Flagstaff
      View Tour
      San Francisco: Redwoods And California Wine Country Tour - May 2026

      San Francisco: Redwoods and California Wine Country Tour - May 2026

      Venture from San Francisco into a world of towering redwoods and exquisite wines on this immersive Redwoods and California Wine Country tour. Begin with a relaxing drive across the iconic Golden Gate Bridge, stopping at Muir Woods National Monument to stroll beneath ancient coastal redwoods. Next, journey north to the renowned wine regions of Napa and Sonoma, where you’ll enjoy curated tastings at boutique wineries—often sampling limited-release wines not available elsewhere. The tour’s unique blend of nature and culture is further enhanced with a leisurely lunch at historic Sonoma Plaza, surrounded by charming shops and eateries. End your day with a photo stop at the Golden Gate Bridge, soaking in panoramic views of San Francisco and the bay. What sets this trip apart is the chance to experience both California’s majestic forests and world-class wine in a single, well-paced excursion—ideal for young adults and experienced travelers seeking a blend of relaxation, education, and memorable flavors.
      Wine tasting tours
      Tour Type
      Group Tour
      Accommodation
      Hotel
      Age Range
      1-99 yrs
      Operated in
      english
      Destinations
      Muir Woods National Monument, San Francisco
      Muir Woods National Monument, San Francisco
      View Tour