Since 1932

Approaching 100 Years of Platinum Driving Services in New York and Connecticut

We’re always just a call away, 24/7.

The tale of teddy’s

Teddy’s History: A Storied Past, A Bright Future

In 1932 Golden Gloves prizefighter Leo “Teddy” Tedesco established Teddy’s Taxi in Westport, Connecticut.

A Bright Future

100% Service Satisfaction

Safe, World-Class Private Executive Car Service

Every one of our employees is dedicated to providing you with the best in ground transportation services in New York, Connecticut and beyond. 100% passenger satisfaction is our only goal. If our private car service does not meet your expectations, let us know and we will make it right or your next ride is on us.

Our reservation team is the best in the business at ensuring that all our clients’ needs are met. The team understands that it is very important not only to simply take the reservation, but to also listen and educate every client who requests information about our services or makes a reservation.

Why Choose Teddy’s

Ride with Confidence

Whether we’re transporting executives from the financial industry in Greenwich, Westport, and White Plains, the grocery, household goods and beverage industries in Norwalk, Stamford, and Wilton, bio-science, insurance, aerospace or submarines in New Haven, Hartford and New London; Teddy’s ensures that each road warrior is as productive as possible on “travel day.”

Teddy’s Transportation System is the airport car service provider of choice for companies and individuals in New York City’s northern suburbs because you receive:

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Professionally Trained & Licensed

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99.7% on time and on schedule

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Live agents, 24/7, no waiting

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Luxurious fleet of Lincoln sedans

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Convenient, easy to use technology

Our Fleet

Our Fleet of Sedans & SUVs

From corporate airport transportation to airport limo service, Teddy’s is your travel equation. Our fleet of late-model sedans, limousines, SUVs, executive vans, mini-coaches and luxury motor coaches is always immaculate and well-maintained. Ask our reservation professionals to help you select the vehicle that best meets your airport transportation needs, or book the vehicle of your choice online from anywhere in the world.

Find fare estimates for the destinations we
serve or generate a custom quote for your trip.

Always on time

Professionally Trained and Screened Chauffeurs

All of Teddy’s Provate Car Service chauffeurs are professionally trained and are required to complete an extensive training course within 60 days of hire.

Teddy’s management teaches the program and includes pre-trip inspections, safe driving techniques, emergency procedures, grooming and customer relations. In addition, all chauffeurs are required to undergo extensive drug and alcohol testing and criminal background and DMV checks.

Our chauffeurs are more than just “drivers.” Teddy’s employs only courteous professionals with demonstrated skills in communication, safe driving and anticipating your needs.

Teddy’s takes you there

Your Safety Comes First

Although we log almost 3 million miles per year, we have not had a single collision-related injury in more than 30 years.

Teddy’s is proud of its safety record and will do everything possible to ensure the safety of all passengers and employees. We deploy global positioning satellite technologies and DriveCam equipment in each vehicle to maximize your safety.

We also carry $5 million insurance coverage on each of our vehicles. We are fully licensed and certified for intrastate and interstate transportation by the State of Connecticut and the Department of Transportation.

The Latest on Teddy’s Blog

Does Congestion Pricing Affect Your Car Service Cost to JFK or LaGuardia? A 2026 Update

Key Takeaways A standard car service to JFK airport from CT does not enter Manhattan’s congestion zone, so the $9 congestion toll does not apply to your airport

Newark Airport Car Service from Connecticut: Parking, Terminals & Tips

Key Takeaways EWR parking spans five on-airport lots (P1, P2, P3, P4, and the P6 economy lot) plus a free cell phone lot where you can’t leave your

Preparing for Fall Corporate Travel: Why Companies Book Car Service in Advance

Key Takeaways Fall compresses conference season, Q4 client travel, board meetings, and the holiday peak into roughly fourteen weeks, which makes corporate transportation capacity the tightest it gets

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Contact Teddy's Today

Thank you for considering Teddy’s Transportation System for your Connecticut and New York private car service and airport transportation needs. We look forward to being of service and having you travel with us. Get a customized quote today or book now.