Tours in Fairfield

Select Local Merchants

For the past 34 years, Soaring Adventures of America has presented earth-bound clients a variety of ways to explore the skies. First, their balloon rides take crews of up to four on a peaceful journey to heights as high as 2,000 feet in the air, capped off with a champagne or fruit juice toast. The pilots are FAA commercially certified, and the balloons are inspected for every 100 hours of flight to ensure a safe experience. More adventures are to be had on glider rides where passengers get the chance to grab the throttle and make their own way through any clouds or misspelled skywriting. For a maximum adrenaline rush, though, there's no better option than a tandem skydive and the raw thrill of falling 13,000 feet.

112 Old Ridgefield Rd
Wilton,
CT
US

In the spirit of TV scavenger-hunt races and exploring local cities in a new way, the team behind Urban Scavenger Race organizes hunts designed to support neighborhood businesses and raise money for the Stamford and New Haven communities. Before each four-hour race, teams of two to four people or very human-looking robots arrive early to sign in and show off their family-friendly costumes to judges, who will select a winning getup. Upon receiving a clue sheet, teams venture into the city, using only public transportation, smartphones, and the kindness of strangers to track down the locations hinted at in the clues. Teams have to acquire a stamp or take a group photo at each destination, making sure to return to the sponsor site before time is up. Afterward, participants aged 21 and older get a wristband for an after party that includes drink specials and snacks.

870 Cutspring Rd
Stratford,
Connecticut
US

The Island Belle—a historic, three-story Mississippi River–style paddle wheeler—has carried passengers along the Virginia coastline, the Gulf of Mexico, the Mississippi river, and other scenic waterways. Food is served aboard the vessel during breakfast, luncheon, and dinner cruises, which feature entrees such as stuffed pork loin with prosciutto, dried apricot, and sage. For those who are more thirsty than hungry, bartenders mix stiff drinks during cocktail cruises.

1 Seaview Avenue
Norwalk,
CT
US

During the month of October, Fairview Tree Farm breaks out into Halloween-inspired atmosphere for hayrides. The nursery and farm welcomes guests for a series of spooky nights spent riding across a 1.5-mile route as spooky decorations and creatures attempt to rattle riders. Concessions are available before and after the ride, allowing customers to forget about their fear or their spilt candy corn with hot dogs, popcorn, and hot chocolate.

484 Walnut Tree Hill Rd
Shelton,
CT
US

If Captains Bill Griswold and Bobby Tambascio didn't have Hoox It Charters, they'd still be out on the water trying to hook the big one. Fortunately for fishermen and hungry grizzly bears, the duo does have a spiffy 46-foot Super Sport yacht for chartering fishing trips. They can search for striped bass, bluefish, and fluke inshore, or venture to the Atlantic for shark, marlin, and swordfish.

120 Cummings Point Rd
Stamford,
CT
US

As the warm sun rises over the foothills of Sherman, the staff at White Silo Farm & Winery is already hard at work—tending the grape vines, picking fresh raspberries for jams, and bottling sweet wines within the rustic 1800s barn that houses the winery. Guests can stroll the lush outdoor gardens and pick their own berries from the raspberry and blackberry bushes. The winemakers host tastings in their winery, when guests can sample a variety of small-batch fruit and grape wines, such as the crisp rhubarb, the upland red and white grape, and the sparking red raspberry.

32 Route 37 E
Sherman,
CT
US