Travis's Guidebook
Food Scene
walk next-door for good food and drinks overlooking the water. Take their complimentary taxi boat over to their other waterfront restaurant, Cowfish.
159 locals recommend
RUMBA Inspired Island Cuisine & Rum Bar
43 Canoe Place Rdwalk next-door for good food and drinks overlooking the water. Take their complimentary taxi boat over to their other waterfront restaurant, Cowfish.
good food, amazing atmosphere. Take complimentary taxi boat back and forth between their restaurants or utilize their valet parking. Outdoor seating with great views of boats driving and sometimes you might just see a seal or two. enjoy cocktails at on of their two outdoor bars while children enjoy playing on their pirateship playground.
201 locals recommend
Cowfish
258 E Montauk Hwygood food, amazing atmosphere. Take complimentary taxi boat back and forth between their restaurants or utilize their valet parking. Outdoor seating with great views of boats driving and sometimes you might just see a seal or two. enjoy cocktails at on of their two outdoor bars while children enjoy playing on their pirateship playground.
Edgewater Restaurant
295 E Montauk HwySundays On The Bay
369 Dune RdOakland's Restaurant & Marina
373 Dune RdRiverhead Ciderhouse
2711 Sound AveHigh end restaurant with amazing sunset views
118 locals recommend
Dockers Waterside Marina & Restaurant
94 Dune RdHigh end restaurant with amazing sunset views
Neighborhoods
The Hamptons
Hampton Bays
nice mainstreet to walk around. shopping, ice cream and restaurants. local parks sometimes has concerts and local beachesoff dune rd.
37 locals recommend
Westhampton Beach
nice mainstreet to walk around. shopping, ice cream and restaurants. local parks sometimes has concerts and local beachesoff dune rd.
Main Street
Main StreetSightseeing
Ponquogue Beach
280 Dune RoadHarbes Orchard
5698 Sound AveHarbes Family Farm - Mattituck
715 Sound AveHank's Pumpkintown
240 Montauk HwyGolf
Indian Island Golf Course
661 Riverside DrSouthampton Golf Range
668 County Rd 39Beach
Many to choose from. South offers ocean side beaches where the sand is softer and the waves are great for surfing.
Northshore beaches, such as Meschutt have rockier sand but calm waters and convenient beach bar for food drink and music.
Meschutt Beach
1 Canal RdCooper's Beach, Southampton
268 Meadow LnCupsogue Beach County Park
975 Dune RdNorth Fork Fun
Head north on 24 (Flanders Rd), right on Cross River, then right on either 25 (main rd) or next right on sound ave. First stop, Aquebogue, is about 20 min ride, then head east from there to see what else the North fork has to offer..
More vineyards than you could possibly visit in one day, one more beautiful then the next.
Brewery's with outdoor seating and live music.
Apple Orchards with apple picking and fun activities for the children, as well as house made hard apple cider.
Farm fun activities for the children, such as pig races, petting zoos, playgrounds, corn on the cob.
Strawberry/pumpkin/apple picking (depending on the season).
Or simply head east and enjoy a nice scenic ride through it all (30-45 from Aquebogue all the way to the Northern tip of the island).
Sherwood House Vineyards
1291 Main RdVineyard
Clovis Point Vineyard & Winery
1935 NY-25Vineyard
Jason's Vineyard
1785 Main RdVineyard
Shinn Estate Vineyards and Farmhouse
2000 Oregon RdVineyard
Macari Vineyards
150 Bergen AveThey have two locations
Pindar Vineyards
37645 NY-25Vineyard
Vineyard: Great outdoor space with live music and right next too another local favorite brewery, Greenport Harbor.
29 locals recommend
Osprey's Dominion
44075 Main RdVineyard: Great outdoor space with live music and right next too another local favorite brewery, Greenport Harbor.
Indoor and outdoor seating. Live music, great views.
54 locals recommend
Greenport Harbor Brewery and Restaurant
42155 Main RdIndoor and outdoor seating. Live music, great views.
Woodside Orchards
729 Main RdHard cider, apple picking, live music.
Great apple picking fun for the family. They do have a couple other activties such as hay rides and pony rides, but they also have another location just east of this that offers more fun activies for the children.
Harbes Orchard
5698 Sound AveGreat apple picking fun for the family. They do have a couple other activties such as hay rides and pony rides, but they also have another location just east of this that offers more fun activies for the children.
Fun free playgrounds for the children. They have a "premium" play zone as well, which requires admission but has a ton to offer for children, such as mazes, feeding animals, play houses, pig races, playgrounds, slides, petting zoos, etc. (pricing found on their website).
They also have a bar for mom and dad to grab a bottle of wine while you walk around and listen to live music and watch the children play!
79 locals recommend
Harbes Family Farm - Mattituck
715 Sound AveFun free playgrounds for the children. They have a "premium" play zone as well, which requires admission but has a ton to offer for children, such as mazes, feeding animals, play houses, pig races, playgrounds, slides, petting zoos, etc. (pricing found on their website).
They also have a bar for mom and dad to grab a bottle of wine while you walk around and listen to live music and watch the children play!