Rye Car Service: The Gold Coast Gateway
Rye and Rye Brook occupy a privileged stretch of Westchester County's Gold Coast: affluent commuter suburbs on Long Island Sound where the median household income exceeds $237,000 and expectations for service quality match. True North VIP provides professional chauffeur service calibrated to this community, from early-morning airport departures on I-95 to late-evening returns from Manhattan dinners.
The I-95 corridor (New England Thruway) runs directly through Rye with three key exits: Exit 19 at Playland, Exit 20 at Boston Post Road, and Exit 22 at the Connecticut border. The Hutchinson River Parkway connects south to Cross County Parkway and the Bronx. Our chauffeurs know these arteries and their congestion patterns: Playland Parkway gridlock on summer evenings, I-95 bottlenecks at the Cross Westchester merge, and the afternoon backup approaching Greenwich. Every airport transfer is routed in real time based on current conditions.
Whether you need a point-to-point transfer from Rye to JFK, an hourly chauffeur for a day of meetings along the I-287 corridor, corporate account service for your Rye Brook office, or wedding transportation at one of the legendary country clubs, our vetted chauffeurs and distance-based, all-in prices provide a seamless alternative to rideshare uncertainty. As part of our broader Westchester car service, every Rye ride benefits from deep local knowledge. True North VIP is a chauffeured car service based in New York City, serving Manhattan, Brooklyn, Queens, the Bronx, Staten Island, Long Island, Westchester, New Jersey and Connecticut.
Rye & Rye Brook Areas We Cover
From the downtown village to the corporate corridor, waterfront estates to the Connecticut border: our chauffeurs know the pickup logistics for every corner of Rye and Rye Brook.
Downtown Rye
Boston Post Road corridor, Purchase Street shops
- Boston Post Road (US-1): Main commercial strip with restaurants, boutiques, and professional offices
- Purchase Street: Village center shops, cafes, and the Rye Free Reading Room
- Rye Metro-North station: New Haven Line platform, commuter pickup and drop-off coordination
- Parking note: Village parking is tight, so we use curbside pickup on Purchase St side streets
Milton Harbor / Waterfront
American Yacht Club, Rye Golf Club, Whitby Castle
- American Yacht Club: Milton Point access road, event and regatta transportation
- Rye Golf Club / Whitby Castle: Boston Post Rd waterfront, wedding venue with limited parking
- Milton Harbor: Tidal wetlands and waterfront estates along Milton Road
- Access note: Narrow waterfront roads require precise staging, so share the venue name at booking
Playland / Rye Town Park
Playland amusement park, 1,200-ft beach, seasonal events
- Playland Park: Seasonal amusement park off Playland Pkwy (I-95 Exit 19), summer congestion zone
- Rye Town Park: 1,200-foot beach on Long Island Sound, seasonal parking fills early
- Playland Parkway: 1.5-mile spur from I-95, heavily congested summer weekends and evenings
- Pickup strategy: We stage at the main lot and text your exact pin to avoid the exit crush
Rye Brook Corporate
Hilton Westchester, 800 Westchester Ave, I-287 corridor
- Hilton Westchester: 699 Westchester Ave, 445 rooms, major conference and corporate event venue
- 800 Westchester Ave: Multi-building office complex with corporate tenants and visitor parking
- I-287 corridor: Cross Westchester Expressway access for White Plains and Tarrytown connections
- Corporate pickups: Building-specific loading zones; your chauffeur knows each entrance
Country Club District
Westchester CC, Coveleigh Club, Apawamis Club
- Westchester Country Club: 99 Biltmore Ave, 1,600+ members, galas, and wedding transportation
- Coveleigh Club: Waterfront club on Milton Point, event staging on club access road
- Apawamis Club: Historic club on Rye Ridge, member and guest transportation
- Event logistics: Multi-vehicle coordination, bridal party transfers, and guest shuttles
CT Border / Port Chester
I-95 Exit 22, gateway to Greenwich, Merritt Parkway access
- I-95 Exit 22: Connecticut border crossing, gateway to Greenwich and coastal CT
- Merritt Parkway access: Our sedans and standard SUVs comply with all parkway restrictions
- Port Chester: Restaurant district on Westchester Ave, dinner pickup coordination
- Cross-border service: Seamless Rye-to-Greenwich trips, priced by distance like every ride
Popular Rye Pickup Points
Popular pickup and drop-off locations across Rye and Rye Brook, with the specific logistics our chauffeurs handle.
Rye Metro-North Station
New Haven Line, Purchase Street
40-minute express to Grand Central. Commuter parking lot pickup and drop-off. Ideal staging point for early-morning airport transfers or late-night Manhattan returns.
Hilton Westchester
699 Westchester Ave, Rye Brook
445-room hotel and conference center. Corporate meeting transportation, airport transfers for visiting executives, and event logistics at the main entrance porte-cochere.
Playland Park
Playland Pkwy off I-95 Exit 19
Seasonal amusement park on Long Island Sound. Summer congestion avoidance via pre-staged vehicle in the main lot. Text with exact pin sent before your pickup time.
Westchester Country Club
99 Biltmore Ave, Rye
1,600+ member club hosting weddings, galas, and corporate events. Multi-vehicle staging at the main entrance with coordination for event timelines and guest shuttles.
Rye Town Park / Oakland Beach
Boston Post Rd waterfront
1,200-foot beach on Long Island Sound. Seasonal events and summer weekend pickups. Parking fills early: curbside staging on Dearborn Avenue for reliable pickup.
Rye Airport Transfers: Four Airports, One Call
Rye's position on I-95 gives you access to four airports. HPN is the closest and most convenient: the NYC airports are straightforward via the New England Thruway south.
HPN Airport
Closest: 10 mi, 13-16 min
- Route: I-95 S to I-287 W to Airport Rd
- Airlines: JetBlue, American, United
- Advantage: Minimal TSA lines, close-in parking
- Best for: Short domestic hops and private aviation
LaGuardia (LGA)
23 mi, 30-40 min off-peak
- Route: I-95 S to Bruckner to Grand Central Pkwy
- Rush hour: 50-75 min via Bruckner bottleneck
- Best for: Domestic flights not served by HPN
- Tip: Depart by 5:30 AM for morning rush flights
JFK Airport
31 mi, 40-50 min off-peak
- Route: I-95 S to Bruckner to Van Wyck Expy
- Rush hour: 60-90 min via Cross Bronx
- Best for: International flights and long-haul domestic
- Tip: Allow 3+ hours pre-departure for international
Newark (EWR)
39 mi, 50-60 min off-peak
- Route: I-95 S to George Washington Br to NJ Tpk
- Rush hour: 75-100+ min via GWB or Tappan Zee
- Transportation costs included in your quote
- Best for: United hub flights and NJ connections
Prices are distance-based and all-in: taxes, tolls and fees are included, gratuity is optional, and your exact price is shown before you book. Learn more about airport car service.
Westchester Gold Coast Travel: Local Knowledge That Matters
Rye and Rye Brook demand a chauffeur who understands private club protocols, corporate corridor logistics, Metro-North timing, Merritt Parkway rules, and seasonal Playland congestion.
Private Club Events
Westchester Country Club, Coveleigh Club, Apawamis Club, and Whitby Castle host weddings, galas, and member events year-round. We coordinate multi-vehicle staging, bridal party transfers, and guest pickup at club-specific entrances. For these events, our limo service uses chauffeured sedans, SUVs and Sprinters.
Corporate Corridor
The Rye Brook office corridor along Westchester Avenue (Hilton Westchester, 800 Westchester Ave complex, and I-287 access) generates daily executive transportation. Airport transfers for visiting clients and recurring commuter service with corporate invoicing.
Metro-North Alternative
The Rye station on the New Haven Line runs 40 to 45-minute express trains to Grand Central, but our door-to-door service is faster for airport connections, late-night returns, and any trip involving luggage or multiple Manhattan stops. From Rye, book a chauffeur-driven car one way or by the hour.
Merritt Parkway Compliance
The Merritt bans vehicles over 8 ft tall, 24 ft long, or 7,500 lbs, plus commercial plates. Our sedans and standard SUVs comply fully, giving your chauffeur the faster, scenic Merritt route into Connecticut instead of congested I-95.
Seasonal Playland Logistics
Playland Parkway, the 1.5-mile spur from I-95 Exit 19, becomes a bottleneck on summer weekends. We pre-stage vehicles in the park lot and time departures to avoid the post-fireworks and post-beach exit crush that gridlocks the parkway.
Greenwich Cross-Border
Rye and Greenwich share the I-95 Exit 22 border crossing. We handle cross-border trips: Rye to Greenwich Avenue dining, back-country estates, Old Greenwich waterfront, and Stamford corporate offices. Connecticut destinations are priced by distance like any other ride.
How It Works
Four steps from booking to arrival. The entire process takes under two minutes online.
1
Reserve Online
Enter your Rye or Rye Brook pickup address, destination, date, and time. Select your vehicle from our fleet: sedan, SUV, or Sprinter. See your distance-based, all-in price before you book, with no hidden fees.
2
Add Details
Include flight numbers, club event times, hotel names, or specific pickup instructions. For Playland or country club events, note your expected exit time so we can pre-stage your vehicle.
3
Chauffeur Arrives
Your vetted chauffeur arrives at your exact location: home driveway, Metro-North station, Hilton entrance, or club valet. You receive a text with vehicle details and chauffeur contact.
4
Ride & Arrive
Your chauffeur navigates I-95, the Hutch, or the Merritt using real-time routing. For airport transfers, luggage handling and terminal drop-off are included. For events, your chauffeur stages and waits.
Transparent Policies
Airport Wait Time
We monitor your flight in real-time. Every regular pickup has a 15-minute grace period, after which waiting time applies. For airport arrivals, flight tracking is included, with a 60-minute wait time after a domestic landing and a 90-minute wait time after an international landing. If your flight is delayed, we adjust automatically: whether you land at HPN, LGA, JFK, or EWR.
Flight Tracking
Provide your flight number at booking and we handle the rest. Our system tracks arrivals from all four airports and dispatches your chauffeur based on actual landing time, not the scheduled time. This is especially valuable for Rye pickups timed to late-evening arrivals.
Cancellation Policy
Cancellation eligibility follows the policy accepted with your reservation. Review the current Cancellation Policy before booking and contact us by phone or email to request a cancellation or change.
Child Seats
Child seats of every type (infant, convertible and booster) are $25 each in SUVs and Sprinters, never in sedans: up to 2 per direction in an SUV, more in a Sprinter, and in mini coaches and coaches after we discuss the trip. Select during booking and specify ages and weights. Seats arrive pre-installed and safety-checked by your chauffeur.
Why Rye Residents Trust Us
Vetted Chauffeurs
Background-checked, professionally trained, and deeply familiar with the I-95 corridor, Westchester back roads, and country club protocols throughout Rye and Rye Brook.
Merritt Compliant
Our sedans and standard SUVs meet every Merritt Parkway restriction: height, length, weight, and plate type. Your chauffeur can take the scenic route into Connecticut without detour.
Flight Tracking
Real-time monitoring for HPN, JFK, LGA, and EWR flights. Automatic timing adjustments for delays: your chauffeur is there when you land, not when the schedule says.
Upfront Pricing
Prices are distance-based and all-in: taxes, tolls and fees are included, gratuity is optional, and your exact price is shown before you book.
Frequently Asked Questions
Are your vehicles compliant with Merritt Parkway restrictions?
+
Yes. The Merritt Parkway bans vehicles over 8 feet tall, 24 feet long, 7 feet 6 inches wide, or 7,500 pounds. Commercial registration plates and business signage are also prohibited. Our sedans and standard SUVs comply with every restriction, so your chauffeur can take the Merritt into Connecticut without detour. For oversized SUVs or sprinters, we route via I-95 instead. Check our fleet page for vehicle specifications.
Should I fly out of HPN or one of the NYC airports?
+
It depends on your airline and destination. Westchester County Airport (HPN) is only 10 miles from Rye, 13 to 16 minutes, and offers JetBlue, American, and United flights with minimal TSA lines. For broader route options, LaGuardia is 23 miles (30-40 min off-peak), JFK is 31 miles (40-50 min off-peak), and Newark is 39 miles (50-60 min off-peak). HPN is the clear winner for convenience if your route is available.
How do Playland Park summer pickups work?
+
Playland Parkway (the 1.5-mile spur from I-95 Exit 19 to Playland Park) gets heavily congested on summer weekends and evenings. We stage your vehicle in the Playland parking area near the main entrance and send a text with the exact pin location 10 minutes before your requested pickup time. For post-event pickups, share your estimated exit time at booking so your chauffeur is positioned and ready before you walk out.
Is your car service a good alternative to Metro-North?
+
For certain trips, absolutely. The Rye station on the New Haven Line runs 40 to 45-minute express trains to Grand Central, but by the time you factor in parking, waiting, and getting across Manhattan to your final destination, door-to-door car service is often faster and always more comfortable. Our point-to-point service suits early-morning airport runs, late-night returns when Metro-North runs hourly, and any trip where luggage or multiple stops make the train impractical.
Can you handle corporate event transportation in Rye Brook?
+
Yes. We serve the Rye Brook corporate corridor along Westchester Avenue, including the Hilton Westchester (699 Westchester Ave) and the 800 Westchester Ave office complex. We provide corporate car service for executive arrivals, multi-vehicle event logistics, airport transfers for visiting clients, and recurring commuter service. Corporate accounts with invoicing and account management are available.
Do you provide service across the Connecticut border to Greenwich?
+
Yes. Rye sits directly on the Connecticut border at I-95 Exit 22, and Greenwich is just minutes away. We handle cross-border trips: Rye to Greenwich Avenue, Old Greenwich, Riverside, Cos Cob, and Stamford. For Merritt Parkway routes into deeper Connecticut, our sedans and standard SUVs are fully compliant with the parkway restrictions.
Are child seats available for Rye pickups?
+
Yes, in SUVs and Sprinters (never in sedans). We provide rear-facing infant seats, convertible seats and booster seats for $25 each, up to 2 per direction in an SUV and more in a Sprinter. Select child seat options during booking and specify the number and type needed. Your chauffeur arrives with seats pre-installed and safety-checked.
What is your wait time policy for pickups?
+
Every regular pickup has a 15-minute grace period, after which waiting time applies. For airport arrivals, flight tracking is included, with a 60-minute wait time after a domestic landing and a 90-minute wait time after an international landing. After that, standard wait-time rates apply.
Do you offer corporate accounts for Rye and Rye Brook companies?
+
Yes. Our corporate car service offers company accounts with invoicing and account management for financial firms, law offices, consulting companies and other businesses throughout the Rye Brook corporate corridor and downtown Rye.
How far in advance should I book car service from Rye?
+
We recommend booking 24 to 48 hours in advance for the best availability. Same-day service from Rye is often available, but not always during peak demand, especially for early-morning airport departures, Playland summer events, and major Westchester Country Club galas. For recurring corporate service, we suggest setting up a corporate account.
Do you provide late-night car service in Rye?
+
True North VIP operates 24/7 including late-night and early-morning service throughout Rye and Rye Brook. We handle late Metro-North returns, post-dinner pickups from downtown Rye restaurants, early-morning JFK departures as early as 3 or 4 AM, and late arrivals at HPN.
Can you provide wedding and event transportation at Rye country clubs?
+
Absolutely. We serve Westchester Country Club, Coveleigh Club, Apawamis Club, and Whitby Castle at Rye Golf Club for wedding transportation and special events. We coordinate multi-vehicle arrivals, bridal party transfers, and guest shuttle logistics. Provide your venue and event timeline at booking so we can stage vehicles at the correct entrance.
Book Your Rye Car Service Today
Prices are distance-based and all-in: taxes, tolls and fees are included, gratuity is optional, and your exact price is shown before you book.
Last updated: November 9, 2026