4 days in Long Island Itinerary

4 days in Long Island Itinerary

Created using Inspirock Long Island trip planner

©
This plan was created by another user. Make it your plan

Route & dates

4 days in Long Island Itinerary

Start: Boston
Drive:  4 h
1
Riverhead
— 1 night
Drive:  1 h 15 min
2
Montauk
— 2 nights
Ferry + Train:  4 h 15 min
End: Boston

1
night
Riverhead

Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. Start off your visit on the 9th (Thu): observe the fascinating underwater world at Long Island Aquarium and then relax in the rural setting at Woodside Orchards. Here are some ideas for day two: indulge your senses at some of the top wineries in the area, do a tasting at Sannino Bella Vita Vineyard, and then do a tasting at Sparkling Pointe Vineyards & Winery.

For photos, more things to do, and other tourist information, use the Riverhead day trip website .

Boston to Riverhead is an approximately 4-hour car ride. Plan for slightly colder nights when traveling from Boston in April since evenings lows in Riverhead dip to 35°F. Finish your sightseeing early on the 10th (Fri) so you can drive to Montauk.

Things to do in Riverhead

Tours Wineries Zoos & Aquariums

Side Trips

Sannino Bella Vita Vineyard, Wine Tours & Tastings, Sparkling Pointe Vineyards & Winery
Highlights from your plan
Wine Tours & Tastings
Long Island Aquarium ©
Long Island Aquarium
Sannino Bella Vita Vineyard ©
Sannino Bella Vita Vineyard

2
nights
Montauk

Montauk ©
Montauk is a census-designated place (CDP) that includes the hamlet with the same name located in the town of East Hampton in Suffolk County, New York, on the eastern end of the South Shore of Long Island. Kick off your visit on the 11th (Sat): see what you can catch with a fishing tour, steep yourself in history at Pollock-Krasner House and Study Center, and then take in nature's colorful creations at LongHouse Reserve. On the 12th (Sun), you'll have a packed day of sightseeing: immerse yourself in nature at Montauk Point State Park, enjoy the sea views from Montauk Point Lighthouse, and then don't miss a visit to Gosman's Restaurant.

For traveler tips, where to stay, other places to visit, and more tourist information, use the Montauk trip itinerary builder tool .

Drive from Riverhead to Montauk in 1.5 hours. Traveling from Riverhead in April, you can expect nighttime temperatures to be a bit warmer in Montauk, with lows of 41°F. Finish your sightseeing early on the 12th (Sun) to allow enough time to travel back home.

Things to do in Montauk

Wildlife Tours Outdoors

Side Trip

East Hampton
Highlights from your plan
Montauk Point Lighthouse ©
Montauk Point Lighthouse
Fishing Charters & Tours
Montauk Point State Park ©
Montauk Point State Park

Similar Plans

14 days in New York City & Long Island BY A USER FROM TURKEY May, culture, outdoors, relaxing, romantic, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 8 days in Long Island BY A USER FROM CANADA March, popular sights PREFERENCES: March ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Long Island BY A USER FROM SWITZERLAND July, popular sights PREFERENCES: July ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Long Island BY A USER FROM ARGENTINA May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Long Island BY A USER FROM UNITED STATES February, teens, popular sights PREFERENCES: February, teens ATTRACTION STYLE: Popular sights PACE: Medium 1 day in Long Island BY A USER FROM UNITED STATES June, culture, outdoors, historic sites, museums, popular sights PREFERENCES: June, culture, outdoors, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Long Island BY A USER FROM UNITED STATES January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium 2 days in Long Island BY A USER FROM UNITED STATES January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium 2 days in Long Island BY A USER FROM UNITED STATES March, popular sights PREFERENCES: March ATTRACTION STYLE: Popular sights PACE: Medium 18 days in Long Island & New York City BY A USER FROM TURKEY May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 1 day in Long Island BY A USER FROM UNITED STATES January, romantic, popular sights PREFERENCES: January, romantic ATTRACTION STYLE: Popular sights PACE: Medium 15 days in United States BY A USER FROM GERMANY May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium
See more plans