Our Trips Calendar

We’ve done our research. We know that lunch tastes better with a great view and there’s nothing like getting outside with a bunch of other fun people. That’s why we’ve made it our #1 priority to scout out the most social adventures around Boston. From whitewater rafting in the Berkshires to hiking and rock climbing in the White Mountains, snow tubing trips to all-inclusive ski getaways in the Green Mountains, wine tastings and brewery tours all over New England to multi-day international adventures, our trips are designed to guarantee you the perfect getaway.

We also do custom trips for corporate outings, club trips, birthdays, international vacations, and more. Organize a group of 12 and you go for free!

In need of the perfect gift? Check out our Urban Escapes gift certificates!

We are dedicated to promoting lifestyles and business operations that are socially and environmentally responsible. To find out more, read our mission statement about socially responsible travel.

July 30

Image - In-City Friday Night Kayak & Blue Ribbon BBQ Dinner

In-City Friday Night Kayak & Blue Ribbon BBQ Dinner

Tired of the same old Friday night post-work routine?  Instead of heading to that overused neighborhood watering hole, come out for a gorgeous summer evening kayak and riverside Blue Ribbon BBQ dinner (veggie options available too)! Enjoy a gorgeous summer sunset and start up your Friday night the right way.
$49.00 New date added!

July 31

Image - Shootin’ & Drinkin’™

Shootin’ & Drinkin’™

Shotguns, clay pigeons and whiskey… sweet! This is a trip like no other! Join us for an exciting day of clay shooting and tasting locally distilled liquors while we spend the day reliving the glory days of the Wild West.
$119.00 Shotguns and liquor in the same day!

August 1

Image - Mount Cardigan Ascent

Mount Cardigan Ascent

This hike has it all! Beautiful boreal forests, picturesque streams, and on a clear day, views of the White Mountains that will remind you why you love New England. Join us on a 6-mile hike in central New Hampshire, as we soar to the highest point in Cardigan State Park, enjoying panoramic views and great company!
$49.00 It’s more than a hike - it’s an experience

August 7

Image - Shootin’ & Drinkin’™

Shootin’ & Drinkin’™

Shotguns, clay pigeons and whiskey… sweet! This is a trip like no other! Join us for an exciting day of clay shooting and tasting locally distilled liquors while we spend the day reliving the glory days of the Wild West.
$119.00 Shotguns and liquor in the same day!

August 7 – August 8

Image - Full Throttle Weekend: Hiking, Camping, and Hang Gliding

Full Throttle Weekend: Hiking, Camping, and Hang Gliding

We’re excited to unleash our newest creation: The Full Throttle Weekend. Join us as we hike, camp, and hang glide our way across New Hampshire. This is an amazing adrenaline packed weekend that you won’t want to miss!
$325.00 Amazing weekend adventure!

August 20

Image - In-City Friday Night Kayak & Blue Ribbon BBQ Dinner

In-City Friday Night Kayak & Blue Ribbon BBQ Dinner

Tired of the same old Friday night post-work routine?  Instead of heading to that overused neighborhood watering hole, come out for a gorgeous summer evening kayak and riverside Blue Ribbon BBQ dinner (veggie options available too)! Enjoy a gorgeous summer sunset and start up your Friday night the right way.
$49.00 Unwind from the work week!

August 21

Image - River Tubing, BBQ & Beer Tasting

River Tubing, BBQ & Beer Tasting

What do you get when you combine three really fun activities? A really, really fun day! Join us for a morning of lazy river tubing and an afternoon of BBQing, beer tasting and drinking at a local brewery.
$99.00 Perfect summer day trip! Guide favorite!

August 21

Image - Urban Escapes Party - Boulders, Beers & BBQ!

Urban Escapes Party - Boulders, Beers & BBQ!

We’ve put together a series of Saturday night parties with our friends from MetroRock Climbing Gym, Blue Ribbon BBQ, The Haverhill Brewery, Long Trail Brewing Company and The North Face. Join us and up to 250 Escapers for a night of all-inclusive rock climbing, the region’s best BBQ food, fresh beers and tons of gear raffle prizes!
$65.00 Saturday night in-city party!

August 22

Image - Learn to Surf & Beach Party

Learn to Surf & Beach Party

Learn to surf! We’ve got the right environment and the best instructors to get you to your feet on that board on day one!  After a morning of surfing and live, in-water instruction, we’ll tuck the boards away in favor of a beach picnic and an afternoon of fun in the sun.
$89.00 Guaranteed best value                     compared to doing it yourself.

August 28

Image - The Zen Escape: Hike & Yoga

The Zen Escape: Hike & Yoga

Love doing yoga but just not feeling the city gym atmosphere anymore? This is the trip for you! Come join us for a day of yoga and hiking in the beautiful hills of southern New Hampshire. Prepare to be completely rejuvenated and recharged.
$69.00

August 28

Image - Urban Escapes Party - Boulders, Beers & BBQ!

Urban Escapes Party - Boulders, Beers & BBQ!

We’ve put together a series of Saturday night parties with our friends from MetroRock Climbing Gym, Blue Ribbon BBQ, The Haverhill Brewery, Long Trail Brewing Company and The North Face. Join us and up to 250 Escapers for a night of all-inclusive rock climbing, the region’s best BBQ food, fresh beers and tons of gear raffle prizes!
$65.00 Saturday night in-city party!

September 3 – September 6

Image - Urban Escapes Summer Camp - Labor Day Weekend

Urban Escapes Summer Camp - Labor Day Weekend

Urban Escapes Summer Camp is back for Round 2! 250 people came to our Memorial Day Weekend Summer Camp and our Labor Day event is expected to sell out! Bonfire parties, zip lines, huge sports fields, private lake and random dance parties…pretty much the most insane, awesome weekend we could put together.
$309.00 Best price.  Ever.

September 4 – September 11

Image - Week out West: The Epic Trio

Week out West: The Epic Trio

This trip is nothing short of epic. We’ll spend a week exploring and hiking some of the most magnificent natural wonders in the world. From the breath-taking cliffs of Zion National Park to the incredibly carved paths of Bryce Canyon and the Grand Canyon, we will spare no muscle to enjoy every inch of these National Parks.
$1,099.00 Contact us before booking
Sold out! Waitlist me >

September 10

Image - In-City Friday Night Kayak & Blue Ribbon BBQ Dinner

In-City Friday Night Kayak & Blue Ribbon BBQ Dinner

Tired of the same old Friday night post-work routine?  Instead of heading to that overused neighborhood watering hole, come out for a gorgeous summer evening kayak and riverside Blue Ribbon BBQ dinner (veggie options available too)! Enjoy a gorgeous summer sunset and start up your Friday night the right way.
$49.00 Unwind from the work week!

September 11

Image - Shootin’ & Drinkin’™

Shootin’ & Drinkin’™

Shotguns, clay pigeons and whiskey… sweet! This is a trip like no other! Join us for an exciting day of clay shooting and tasting locally distilled liquors while we spend the day reliving the glory days of the Wild West.
$119.00 Shotguns and liquor in the same day!

September 11

Image - Urban Escapes Party - Boulders, Beers & BBQ!

Urban Escapes Party - Boulders, Beers & BBQ!

We’ve put together a series of Saturday night parties with our friends from MetroRock Climbing Gym, Blue Ribbon BBQ, The Haverhill Brewery, Long Trail Brewing Company and The North Face. Join us and up to 250 Escapers for a night of all-inclusive rock climbing, the region’s best BBQ food, fresh beers and tons of gear raffle prizes!
$65.00 Saturday night in-city party!