Looking for some car-free, carefree inspiration? We've got just the ticket for you. Take advantage of LIRR’s discounted escorted tours and spend the day relaxing and taking in Long Island’s most picturesque attractions. No traffic, no aggravation, just a scenic ride and a chance to explore some of our favorite locales. We’ll take you there, back, and everywhere in-between!  

Below are our 2022 Escorted Tours (and for more travel inspiration, you can find additional deals right here).

Montauk Lighthouse 

Saturday: July 9, August 6 & October 8 

Adult $57.25 Child $41.75 

Visit the “ultimate” seaside resort community at the tip of Long Island: Montauk. This escorted tour package includes discounted round-trip rail and bus transportation, admission to the Montauk Point Lighthouse Museum and stops at Montauk Village and Gosman’s Dock. 

MTALIRR

Montauk

You'll transfer to a bus at Montauk station

Plan Trip

Gold Coast Mansions 

Saturday: July 23 

Adult $65.75 Child $54.75 

Revisit an era of lavish country mansions, elegant estates, breathtaking architecture, and picturesque landscapes on Long Island’s Gold Coast. Explore the grand rooms inside the massive 50,000 square foot Tudor-style castle, the Hempstead House, an embodiment of Gold Coast opulence at Sands Point Preserve. Next, admire the elegant furnishings and beautifully landscaped gardens at the John S. Phipps Estate at Old Westbury Gardens. This escorted tour package includes discounted round-trip rail and bus transportation, admission to Sands Point Preserve, admission to Old Westbury Gardens, and a stop at Huntington Village for lunch, shopping or exploring. 

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Port Jefferson

Escorted Tour will take you to Port Washington and Old Westbury

Plan Trip

Long Island Wine Country 

Saturday: July 30, September 17 & October 29 

Adult $76.25 

Visit Long Island’s Wine Country to enjoy tastings of the North Fork region’s local wines and serene scenery. This escorted tour package includes discounted round-trip rail and bus transportation, wine tastings at Duck Walk Vineyards and Pindar Vineyards, a visit to the seaport village of Greenport and a stop at Briermere Farms for fresh baked pies and produce.

MTALIRR

Montauk

Completely car-free travel to North Fork wineries and back

Plan Trip

Long Island Wine & Hard Cider 

Saturday: August 13 

Adult $78.25 

Visit Long Island’s Wine Country to enjoy tastings of the North Fork Region’s local wines and locally harvested hard ciders.This escorted tour package includes discounted round-trip rail and bus transportation, wine tastings at Pindar Vineyards, tastings at Riverhead Ciderhouse a stop at the village of Port Jefferson and Patchogue for shopping and dining. 

MTALIRR

Montauk

Let the LIRR be your designated driver for wine and cider tastings

Plan Trip

Long Island Brewery Tour  

Saturday: August 27 & November 19 

Adult $75.25 

Visit Long Island’s North Fork region for a day of scenic views and cold brews. Enjoy beer tastings from two local breweries, visit the historical seaport village of Greenport and end the day (or start your evening) at the booming downtown village of Patchogue for more brewery fun! This escorted tour package includes discounted round-trip rail and bus transportation, beer tastings at Greenport Harbor Brewing Company and Long Ireland Beer Company, a stop at the village of Greenport and Patchogue for shopping, dining or even an on-your-own visit to local breweries.  

Great South Bay Cruise  

Sunday: September 11  

Adult $84.75 Child:$76.75  

Set sail on the Lauren Kristy, a 65-tour-of-the-century style riverboat for a cruise along the scenic Great South Bay. This escorted tour package includes discounted round-trip rail and bus transportation, a two and a half-hour cruise on the Lauren Kristy and a stop at the historic village of Babylon, where you can enjoy a leisurely stroll, local boutique-style shopping and dining.   

North Fork Fruit & Hard Cider 

Saturday: September 24 & October 22 

Adult $73.25 Child $46.75 

Visit Long Island’s North Fork for a day at the orchards! Enjoy picking seasonal fruit from the orchards at Wickham’s Farms followed by a stop at Riverhead Ciderhouse for tastings of a wide selection of naturally harvested ciders, local beer and wine, and other treats. This escorted tour package includes discounted round-trip rail and bus transportation, fruit picking and tour at Wickham’s Farms, tastings at Riverhead Ciderhouse and a visit to the village of Port Jefferson.

MTALIRR

Montauk

You'll transfer to a bus at Montauk station

Plan Trip