Retreats, Outings, and Getaways

Learn more about getaways, turnkey retreats, outings and team-building excursions right here on Long Island.

To speak with a LIRR group travel specialist call 718-558-7419 or click here.

Introducing the LIRR escorted tours for the 2023 season!

Make this a summer to remember with the LIRR's escorted tours!

Enjoy discounted tours and cruises to some of Long Island's most scenic and famous destinations, such as the Fire Island Lighthouse, Montauk, Sag Harbor, mansions, east end vineyards and so much more. Our tours include discounted round-trip rail, bus transportation, an LIRR Guide and admission to amazing attractions. No traffic, no stress, just a scenic ride with us: We’ll take you there, back, and everywhere in-between! For more information, please check out or call LIRR Group Travel at 718-558-7419.

2023 Escorted Tour Calendar

Calverton Cemetery

Saturday: May 27

Adult: $50.50, Child: $42.25

To honor your loved ones for Memorial Day, the Long Island Rail Road is offering an escorted visit to Calverton National Cemetery. This tour includes a stop at Kaufold’s Country Florist.

Montauk Lighthouse & Sag Harbor

Saturday: June 10, August 5, September 9 & October 7
Adult: $64.75, Child: $47.25

Visit the “ultimate” seaside resort community at the tip of Long Island: Montauk. This tour includes admission to the Montauk Point Lighthouse Museum and stops at Montauk Village and the heart of the Hamptons, Sag Harbor.

Gatsby Mansions

Saturday: June 17 & July 22
Adult: $82.25, Child: $70.25

Revisit an era of lavish country mansions, elegant estates, and picturesque landscapes on Long Island’s Gold Coast. This tour includes admission to the Vanderbilt Museum & Planetarium and Old Westbury Gardens, and a stop at Huntington Village for lunch, shopping or exploring.

Adventureland – NEW!

Thursday: July 13
Saturday: October 28

Adult: $80.00, Child: $72.75

Spend the day at Adventureland, Long Island’s Amusement Park since 1962 for a day of family fun, games, and thrills for all ages. This tour includes admission to Adventureland and a visit to Farmingdale Village for shopping and dining.

North Fork Hard Cider & Polish Festival

Saturday: August 19
Adult: $67.75, Child: $42.25

Visit Long Island’s North Fork for hard cider, food, and festival fun! Indulge in tastings of harvested ciders, local beer or wine at Riverhead Ciderhouse and celebrate the Polish Town Festival featuring traditional food, music, historical re-enactments and more! Then stop at the village of Patchogue for shopping and dining.

North Fork Vineyards

Saturday: July 15, August 12 & October 21
Adult: $84.75

Visit Long Island’s Wine Country to enjoy tastings of the North Fork region’s local wines and serene scenery. This tour includes 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.

Fire Island Sunday Cruise

Sunday: July 16 & August 13
Adult: $117.75, Child: $76.00

Set sail on the Lauren Kristy, a 65ft riverboat for a cruise along the scenic Great South Bay and visit the Fire Island Lighthouse, known as the tallest lighthouse on Long Island. This tour includes a three-hour cruise with buffet lunch on the Lauren Kristy and a stop at the village of Babylon for shopping and dining.

Greenport Lighthouse Cruise

Saturday: June 24 & August 26
Adult: $63.50, Child: $22.00

Visit charming Greenport for a memorable cruise to the Long Beach Bar “Bug” Lighthouse. This tour includes admission to the East End Seaport Museum and Village Blacksmith Shop, a two-hour narrated cruise, and tour of “Bug Lighthouse”.