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Chauffeur Service

Private Chauffeur for a Night on the Town — Boston & Greater Boston

A night out in Boston should not end with surge pricing at 11pm or a 22-minute wait for a car that shows up late. TiLimousine provides private chauffeur service for evenings out — anniversary dinners, birthday celebrations, date nights, group outings, bachelorette events, and any occasion that calls for arriving and departing without logistics overhead. The service is simple: TiLimousine picks you up at your home or hotel, takes you to your destination, and either waits or returns at a confirmed time. The rate is flat, confirmed before you go, and does not change at midnight, in the rain, or on a Saturday in December. Boston's best restaurant neighborhoods — the Back Bay, the South End, the Seaport, the North End, Beacon Hill — are all served. Newport evenings, the Cape — all covered under TiLimousine's Northeast Corridor service area.

What's Included

  • Pickup at home, hotel, or office at the agreed time
  • Delivery to restaurant, venue, or specific address
  • Wait on-site or return pickup at a confirmed post-dinner time
  • Multi-stop evening itineraries at a flat rate
  • Direct contact with your chauffeur throughout the evening
  • No surge pricing, late-night surcharges, or metered wait

Who It's For

  • Couples planning anniversary dinners or date nights
  • Birthday celebrations and group outings
  • Bachelorette parties and special occasion evenings
  • Suburban clients heading into Boston for dinner and events
  • Visitors who want a calm way to see Boston after dark

How It Works

  1. 1

    Request

  2. 2

    Confirm

  3. 3

    Arrive

Available Vehicles

All TiLimousine vehicles are available for this service. Choose the vehicle that suits your group size and travel needs.

Service Areas

Boston and all Massachusetts service areas including Logan International Airport (BOS), Hanscom Field (BED), Worcester Regional (ORH), and Cape Cod Gateway (HYA). Long distance service throughout the Northeast Corridor — New Hampshire, Maine, Vermont, Rhode Island, Connecticut, New York, New Jersey, Delaware, Pennsylvania, Maryland, Virginia, and Washington DC.

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Northeast Corridor: MA · NH · ME · VT · RI · CT · NY · NJ · DE · PA · MD · VA · DC

Pricing Factors

Pricing is inquiry-based and confirmed in writing before booking. The factors below affect your quote. For a confirmed price, provide the date, pickup location, destination, vehicle preference, and itinerary.

  • Pickup and destination locations
  • Wait-and-return vs drop-off with scheduled return
  • Number of stops along the evening
  • Day of week and event demand

Owner Operated

Why TiLimousine

Evenings are flexible — dinner runs long, plans shift, encores happen. TiLimousine's flat rate is confirmed before you go and does not change at midnight or in the rain. Direct contact with your chauffeur means no surge scramble when the check arrives.

Frequently Asked Questions

What does a night-on-the-town booking with TiLimousine include?
A night-on-the-town booking with TiLimousine covers your full evening's transportation at a flat rate confirmed before departure. The standard structure is a pickup at your home, hotel, or office at the agreed time; delivery to your destination — a restaurant, venue, or specific address in Boston or Greater Boston; a wait on-site or nearby, or a return pickup at a specified post-dinner time; and return transport to your origin. If your evening has multiple stops — cocktails at one address, dinner at another, a venue afterward — TiLimousine structures the booking as a multi-stop itinerary at a flat rate agreed before departure. You have direct contact with your chauffeur throughout the evening at +1 (857) 312-3332. If dinner runs long, if you decide to extend the evening, or if plans change mid-route, your chauffeur responds to your timeline. No surge, no metered wait, no uncertainty.
Can TiLimousine handle a bachelorette party or group night out?
Yes. TiLimousine provides private chauffeur service for bachelorette parties, birthday celebrations, anniversary evenings, and group nights out in Boston and Greater Boston. For groups requiring more passenger capacity, the Chevrolet Suburban LTZ RST seats up to seven passengers comfortably, and the Cadillac Escalade ESV provides extended legroom for groups of five to six. For larger groups requiring a van configuration, the Mercedes-Benz Sprinter 2500 Executive accommodates up to 14 passengers with executive-level seating. Multi-stop evening itineraries — starting in the South End, moving to the North End for dinner, ending in the Seaport — are structured as flat-rate multi-stop bookings confirmed before departure. For bachelorette bookings, TiLimousine also serves Newport, Providence, and Cape Cod as evening destinations, with the full round trip at a long-distance flat rate. Contact +1 (857) 312-3332 to discuss your evening's itinerary.
Does TiLimousine serve late-night returns from Boston restaurants and bars?
Yes. Late-night returns are one of TiLimousine's most common evening service bookings. Whether the return is at 10pm from a business dinner or at 1:30am from a South End bar, the flat rate confirmed at booking does not change. There is no late-night surcharge, no weekend premium, and no minimum fare increase after midnight. Your chauffeur is reachable directly at +1 (857) 312-3332 throughout the evening. For suburb-to-Boston evening bookings — from Newton, Wellesley, Brookline, or the South Shore — the most practical structure is wait-and-return: TiLimousine takes you in, the chauffeur positions nearby, and returns you home at whatever time the evening concludes. The complete round-trip rate including wait time is confirmed before departure. No scrambling for a rideshare at 12:30am in the rain. Your vehicle is already there, and your rate was already agreed.
What vehicles does TiLimousine use for evenings out?
For evenings out in Boston, TiLimousine's primary vehicles are the 2025 Chevrolet Suburban LTZ RST, the 2025 Cadillac Escalade ESV, and the Mercedes-Benz S-Class W223 LWB. For a couple or small group seeking the most refined interior environment, the S-Class is the standard choice — its rear cabin is designed for exactly this type of occasion. For groups of four to seven wanting the most space and presence, the Suburban RST or Escalade ESV are the standard. For formal occasions — anniversaries, proposals, black-tie events — the Mercedes-Benz S-Class or the Lincoln stretch limousine is available. All vehicles are jet black, maintained to a single standard, and carry the TILIMO Massachusetts plate. For special occasions requiring a specific vehicle preference, note this at the time of booking. Contact +1 (857) 312-3332 or tilimousine.com/book.

Ready to ride? Your flat rate is one tap away.