Connecticut Area Mystery Day Road Trip

Explore Connecticut like never before with this mystery day trip! Visit four surprise destinations revealed one envelope at a time, each showcasing the state’s unique charm and hidden treasures.
Choose a theme—coastal views, historic sites, or local flavors—and receive a trip kit with sealed envelopes and a “Before You Go” guide packed with tips and essentials for your adventure.
Each envelope reveals curated stops, insider tips, and fun facts, from quaint towns to scenic lookouts. A fun and fresh way to discover Connecticut’s best-kept secrets!
Select from a variety of themed day trips departing from Connecticut, each designed to cater to different interests and preferences. Here are the available trips:

Hudson River Hideaways: Embark on an iconic road trip route with a twist! Discover hidden hideaways along the Hudson River, including crumbling ruins, quaint towns, spooky cemeteries, and more. This trip is dog-friendly and can be done in winter. Departures are available from the Hartford and New Haven areas.
Vibrant Vistas & Picturesque Towns: Explore easy outdoor adventures, outstanding views, and small towns that inspired Stars Hollow in "Gilmore Girls." This trip is dog-friendly and can depart from the Hartford, New Haven, and Springfield, MA areas.
Funky Farms & Storybook Tales: Head out on a picturesque drive and discover farms, boardwalk trails, quirky history, and much more. This trip is accessible, kid-friendly, and can depart from the Boston, Springfield, MA, Providence, and Hartford areas.
Coastal Connection: Feel the ocean breeze as you go from beaches and boardwalks to independent shops and eateries. There are a few unusual surprises in this trip that will keep you on your toes! This trip is dog-friendly, accessible, kid-friendly, and can depart from the New Haven, Hartford, Providence, and Springfield, MA areas.

Explore Connecticut like never before with this mystery day trip! Visit four surprise destinations revealed one envelope at a time, each showcasing the state’s unique charm and hidden treasures.
Choose a theme—coastal views, historic sites, or local flavors—and receive a trip kit with sealed envelopes and a “Before You Go” guide packed with tips and essentials for your adventure.
Each envelope reveals curated stops, insider tips, and fun facts, from quaint towns to scenic lookouts. A fun and fresh way to discover Connecticut’s best-kept secrets!
Select from a variety of themed day trips departing from Connecticut, each designed to cater to different interests and preferences. Here are the available trips:

Hudson River Hideaways: Embark on an iconic road trip route with a twist! Discover hidden hideaways along the Hudson River, including crumbling ruins, quaint towns, spooky cemeteries, and more. This trip is dog-friendly and can be done in winter. Departures are available from the Hartford and New Haven areas.
Vibrant Vistas & Picturesque Towns: Explore easy outdoor adventures, outstanding views, and small towns that inspired Stars Hollow in "Gilmore Girls." This trip is dog-friendly and can depart from the Hartford, New Haven, and Springfield, MA areas.
Funky Farms & Storybook Tales: Head out on a picturesque drive and discover farms, boardwalk trails, quirky history, and much more. This trip is accessible, kid-friendly, and can depart from the Boston, Springfield, MA, Providence, and Hartford areas.
Coastal Connection: Feel the ocean breeze as you go from beaches and boardwalks to independent shops and eateries. There are a few unusual surprises in this trip that will keep you on your toes! This trip is dog-friendly, accessible, kid-friendly, and can depart from the New Haven, Hartford, Providence, and Springfield, MA areas.

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Year-Round,
Daily

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Year-Round,
Daily

Any restrictions to participate?

Age: All age groups are welcome.
License: Participants must have a valid driver’s license and drive their own vehicle.
Experience level: This experience is suitable for all levels; no prior experience is required.
Who can you accommodate for?
Children: All participants must pay to participate, children included.
Individuals with disabilities: Accessibility varies by destination; please check in advance for specific accommodations.
Pets: Sorry, no pets allowed.
What to expect on the day of the experience?
Duration: This self-guided experience lasts up to 8 hours, depending on the time spent at each stop.
What’s included: A well-curated itinerary and beautifully crafted booklet with directions, destination hints, and details on small businesses, hidden gems, and unique local spots.
Please note: The printed booklet is currently unavailable, but the PDF version is available and will be delivered via email once booking is confirmed.
Who will be present: This is a private experience exclusively for you and your group. It is entirely self-guided, allowing you to explore at your own pace without a tour guide.
Photo/ video: You’re welcome to take photos along the way to capture memories of your unique road trip.
Specific rules to follow: You must use your own vehicle and follow traffic and parking regulations.
How to prepare?
Weather dependency: This experience is not weather dependent; it runs rain or shine.
Arrival: Begin your trip at your convenience. Instructions will be provided ahead of time for a seamless start.
Parking: Parking availability varies by stop. Plan accordingly for any parking fees.
What to wear: Comfortable clothing and walking shoes are recommended; dress for expected weather conditions.
What to bring:
Water, snacks, and any essentials for a day on the road
Fully charged phone to access instructions and digital content
Personal items and cash or card for any additional purchases along the route
Additional Information
What's not included: Fuel, parking fees, attraction entrance fees, food, and drinks are not included.
Shipping: Shipping is free (15 business days).
Experience Provider: Detailed information about your Experience Provider will be provided in your booking confirmation email, ensuring peace of mind and quality throughout your trip.

Any restrictions to participate?

Age: All age groups are welcome.
License: Participants must have a valid driver’s license and drive their own vehicle.
Experience level: This experience is suitable for all levels; no prior experience is required.
Who can you accommodate for?
Children: All participants must pay to participate, children included.
Individuals with disabilities: Accessibility varies by destination; please check in advance for specific accommodations.
Pets: Sorry, no pets allowed.
What to expect on the day of the experience?
Duration: This self-guided experience lasts up to 8 hours, depending on the time spent at each stop.
What’s included: A well-curated itinerary and beautifully crafted booklet with directions, destination hints, and details on small businesses, hidden gems, and unique local spots.
Please note: The printed booklet is currently unavailable, but the PDF version is available and will be delivered via email once booking is confirmed.
Who will be present: This is a private experience exclusively for you and your group. It is entirely self-guided, allowing you to explore at your own pace without a tour guide.
Photo/ video: You’re welcome to take photos along the way to capture memories of your unique road trip.
Specific rules to follow: You must use your own vehicle and follow traffic and parking regulations.
How to prepare?
Weather dependency: This experience is not weather dependent; it runs rain or shine.
Arrival: Begin your trip at your convenience. Instructions will be provided ahead of time for a seamless start.
Parking: Parking availability varies by stop. Plan accordingly for any parking fees.
What to wear: Comfortable clothing and walking shoes are recommended; dress for expected weather conditions.
What to bring:
Water, snacks, and any essentials for a day on the road
Fully charged phone to access instructions and digital content
Personal items and cash or card for any additional purchases along the route
Additional Information
What's not included: Fuel, parking fees, attraction entrance fees, food, and drinks are not included.
Shipping: Shipping is free (15 business days).
Experience Provider: Detailed information about your Experience Provider will be provided in your booking confirmation email, ensuring peace of mind and quality throughout your trip.

What is a Mystery Road Trip?
A mystery road trip is a self-guided, one-day adventure that eliminates the hassle of planning. Each trip is crafted around a unique theme, offering hints about the day's journey while keeping the exact destinations a delightful mystery. Expect to discover hidden gems, charming towns, unique cafes, and more along the way.
How Will I Know Where I’m Going?
While the trips are designed to keep you guessing, you’ll have ways to prepare:

Trip Map: Check the general area where the trip ends to ensure it suits your preferences.
FAQs: Each trip page includes FAQs with details like approximate driving distances.
Personalized Help: Reach out for tailored suggestions based on your starting location and interests.
What’s Included in the Package?
Every trip package includes a curated itinerary highlighting small businesses, local attractions, and scenic stops. Costs for food, drinks, gas, and admissions are not included, so you can choose what fits your style.
Can I Bring a Group?
Absolutely! One package covers your entire group. If you’re traveling in multiple cars, consider getting one itinerary per vehicle for convenience.
How Long Are the Trips?
Each trip typically lasts 6-8 hours, including travel and stops. Recommendations for start times are provided to make the most of your day.
Can I Turn This Into an Overnight Trip?
Yes! While designed as single-day adventures, they can easily be extended. Your confirmation email will include hotel suggestions at the final destination.
What Should I Do to Prepare?
The "Before You Go" guide contains all the tips and essentials to ensure you’re ready for the day. Check for updates before you head out to ensure everything runs smoothly.
Do the Trips Expire?
Trips are best enjoyed within six months of purchase to ensure the most up-to-date recommendations. They can still be used later, but some details may change over time.
Are Weekday Trips Possible?
Yes, though many trips are better suited for weekends when more attractions are open. If planning a weekday trip, check for availability at specific stops.
Are the Trips Kid-Friendly?
Most trips are family-friendly, with shorter driving distances recommended for younger travelers. Options for children are available even on trips featuring adult-oriented stops.
Can I Bring My Dog?
Many trips are dog-friendly, with stops that welcome pets. However, some locations like cafes and shops may not allow dogs indoors.
Can I Gift a Road Trip?
Absolutely! These trips make great gifts for anyone who loves discovering new places!

What is a Mystery Road Trip?
A mystery road trip is a self-guided, one-day adventure that eliminates the hassle of planning. Each trip is crafted around a unique theme, offering hints about the day's journey while keeping the exact destinations a delightful mystery. Expect to discover hidden gems, charming towns, unique cafes, and more along the way.
How Will I Know Where I’m Going?
While the trips are designed to keep you guessing, you’ll have ways to prepare:

Trip Map: Check the general area where the trip ends to ensure it suits your preferences.
FAQs: Each trip page includes FAQs with details like approximate driving distances.
Personalized Help: Reach out for tailored suggestions based on your starting location and interests.
What’s Included in the Package?
Every trip package includes a curated itinerary highlighting small businesses, local attractions, and scenic stops. Costs for food, drinks, gas, and admissions are not included, so you can choose what fits your style.
Can I Bring a Group?
Absolutely! One package covers your entire group. If you’re traveling in multiple cars, consider getting one itinerary per vehicle for convenience.
How Long Are the Trips?
Each trip typically lasts 6-8 hours, including travel and stops. Recommendations for start times are provided to make the most of your day.
Can I Turn This Into an Overnight Trip?
Yes! While designed as single-day adventures, they can easily be extended. Your confirmation email will include hotel suggestions at the final destination.
What Should I Do to Prepare?
The "Before You Go" guide contains all the tips and essentials to ensure you’re ready for the day. Check for updates before you head out to ensure everything runs smoothly.
Do the Trips Expire?
Trips are best enjoyed within six months of purchase to ensure the most up-to-date recommendations. They can still be used later, but some details may change over time.
Are Weekday Trips Possible?
Yes, though many trips are better suited for weekends when more attractions are open. If planning a weekday trip, check for availability at specific stops.
Are the Trips Kid-Friendly?
Most trips are family-friendly, with shorter driving distances recommended for younger travelers. Options for children are available even on trips featuring adult-oriented stops.
Can I Bring My Dog?
Many trips are dog-friendly, with stops that welcome pets. However, some locations like cafes and shops may not allow dogs indoors.
Can I Gift a Road Trip?
Absolutely! These trips make great gifts for anyone who loves discovering new places!

Unused Experience Vouchers can be returned within 15 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

Once your booking is confirmed, it is final. Cancellations or rescheduling requests are not permitted. If you do not appear on your booked date, the value of your experience will be forfeited. However, if your tour is canceled due to inclement weather, you may reschedule directly with the experience provider.

Unused Experience Vouchers can be returned within 15 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

Once your booking is confirmed, it is final. Cancellations or rescheduling requests are not permitted. If you do not appear on your booked date, the value of your experience will be forfeited. However, if your tour is canceled due to inclement weather, you may reschedule directly with the experience provider.