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Guess Where Trips offers beautifully packaged, one day surprise road trips with four stops based on your preferences and location. Each stop includes a destination, recommendations, maps, tips and facts to explore your local area.
Pack Up + Go is a travel agency that plans personalized getaways around the US with a surprise destination. Fill out a survey, pick your budget, and get a surprise envelope with your itinerary before your trip.
Pack Up + Go plans your getaway to a mystery destination based on your preferences and budget. You receive a surprise envelope with recommendations, directions, and support before you depart.
- Blacktomato
- Blind Experiences
- Jubel
- Magical Mystery Tours
- Pack Up & Go
- Skiptown
- Surprisit
- The Vacation Hunt
- Whisked Away
- Whym
If you’ve always wanted to test your survival skills, Bear Grylls-style, BlackTomato’selaborate surprise adventure tours might be the next best thing. Choose between terrains like “Polar, Jungle, Desert, Mountain, and Coastal,” and BlackTomato’s experts will figure out a country to drop you in—with advice on how to train for your expedition beforeh...
Imagine a surprise honeymoon where stressed-out couples didn’t have to plan anything at all. That idea kickstarted the luxury travel agency Blind Experiences, which then expanded into putting together tailored itineraries for families with young kids and multi-generational groups— with more surprises gradually revealed throughout the trip via seale...
The surprise trip survey for Jubelbegins by narrowing in on a country, continent or destination (beach or mountains?), then asks whether you’re more of a museum or nightlife person (you can pick both, for example). Jubel’s experts go from there to put together a proposal for you that’s just vague enough that your vacation is still a big surprise.
The founders of Magical Mystery Toursstarted their surprise travel agency back in 2009, and they’ve planned many customized vacations since then. The questionnaire quizzes travelers on everything from whether seasickness is a concern to which places they’ve visited and absolutely loved.
Looking to go on a surprise road trip, a plane or train trip, or even a staycation in your own town? Those are the types of trips that Pack Up & Gospecializes in, and travelers have headed off to 125 U.S. cities for a fun and completely unexpected trip with a planned-out itinerary of activities and meals.
Spontaneous and courageous travelers are the ideal clients for SkipTown, an agency that will plan short surprise trips for you—even if you can only get away for one day. A “daycation” includes one night’s accommodation, one meal reservation, and one activity, all of which will be unexpected.
With Surprisit, you’ll find out your unique surprise destination a few days before your vacation begins (in case you need a bit of time for some Googling). The agency plans surprise trips in the Caribbean in addition to the U.S. and Canada, as well as a “Eurotrip” where you head off to a new European city every three days.
If you’re a beach person, but you still want a big surprise, The Vacation Hunt will set you up with an all-inclusive resort in the Caribbean, Mexico or Latin America. Other surprise destinations for this travel agency include a trip within Europe or the United States, or you can open it up to any destination in the world. Surprise honeymoonsare a s...
Leave the real-world behind for a while with Whisked Away, which will plan surprise week-long flying or driving trips. The idea is to make this the easiest vacation ever for honeymooners, solo vacationers, families, girls’ groups, or anyone who wants an out-of-the-ordinary experience.
Splurge trips, surprise vow renewals, solo adventures: Whymwill plan a surprise vacation for all sorts of travelers. At the moment, the travel agency is only sending travelers out in the U.S.—and the surprises keep coming throughout the vacation, with blank spaces in your itinerary that are revealed gradually via “whymsies” text messages.
- Jubel. Jubel, a tech-enabled travel company founded in 2015 in California, offers customized multi-destination getaways and route planning. It can also save you more than 55 percent in travel costs compared with booking a trip yourself, thanks to insider travel deals.
- Pack Up and Go. Want a weekend getaway in the U.S. without any hassle of planning it? Enter Pack Up and Go, founded in 2016 in Pittsburgh. Give the company your dates and budget, and complete a quick survey (sample question: Do you want action, relaxation, or culture?)
- The Vacation Hunt. Whether you have three days or two weeks, the expert travelers at the Vacation Hunt, started in 2017 by a husband and wife in Washington, D.C., will plan a trip for you.
- Magical Mystery Tours. With Magical Mystery Tours, you won’t know where you’re going until you show up at the airport. First, enter your preferences: Do you want a foreign trip?
Surprisit is a travel agency that plans surprise trips for you or as a gift. You can choose between a flight or a road trip and discover your destination 48 hours before your trip starts.
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Journee is a service that matches you with a secret destination based on your travel preferences and books your flights, accommodation and experiences. You only find out where you're going at the airport and get a personalised pack with clues and tips.
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