A developer has made a proposal for the establishment of a $50 billion bridge and tunnel project to connect Connecticut and Long Island across Long Island Sound.
Developer Stephen Shapiro stated that his plan would save time off trips and commutes for drivers. The plan highlights that the drivers do not have to go into New York City. Additionally, he said the timing is precise because traffic on Interstate 95 is some of the worst in the country. Additionally, this bridge alongside other bridges in the United States, will enhance connectivity and movement of people and goods within the country.
The Idea
Additionally, the idea would have two tunnels coming off each shoreline, about one to two miles each. They would connect to a bridge in the middle, spanning 10 to 12 miles.
With a proposed $39 toll, drivers could make the 14-mile trip across Long Island Sound in a matter of minutes.
Furthermore, Shapiro mentioned that the project is still 15 to 20 years out. He and other supporters are hopeful state legislators will sign off on a bill next session to study the project.
Cost
Furthermore, the project is estimated at $50 billion. Shapiro said both Connecticut and New York would each be responsible for $1.25 billion. The rest would be split between a federal loan and private investment.

“The traffic is worse than it’s ever been, that’s the number one,” Shapiro said. “Jobs are great, revitalizing Bridgeport is great, all that good stuff, but our traffic is a huge problem, it’s billions of dollars a year, people are not home for dinner with their families because of traffic, we’re the worst in the country.”
Project Factsheet
Project Name: The Connecticut-Long Island Crossing
Spearheading Entity: The Connecticut-Long Island Initiative (CT-LII), founded by real estate developer Stephen Shapiro.
Projected Cost: Estimated at $50 billion (factoring in inflation, potential rail integration, and contingencies). Alternative state-modeled estimates sit closer to $22 billion.
Estimated Timeline: 5–10 years for environmental impact studies and legal navigation; 15–20 years for construction. Target completion is aimed for the 2040s.
Total Length: Approximately 14 to 15 miles.
Northern Terminus: Connecting to Interstate 95 (I-95) in Bridgeport, Connecticut.
Southern Terminus: Connecting to the Sunken Meadow State Parkway near Kings Park/Oyster Bay, Long Island.
Transit Capabilities: Designed for multi-modal use, incorporating standard vehicle lanes alongside a proposed integrated rail line.
Funding
- Private Investment: 50% ($25 billion)
- Federal Loans and Grants: 45% ($22.5 billion)
- State of Connecticut: 2.5% ($1.25 billion)
- State of New York: 2.5% ($1.25 billion)

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