Top Tours in Southold

Sunday Brunch Sail in Greenport
10
Excellent
9 Reviews
5-Star Rating Recommendation
From
US $174Per Person
Half Day(AM) North Fork Private Wine & Food Tour by Local Expert
10
Excellent
5 Reviews
5-Star Rating Recommendation
From
US $339Per Person
North Fork Full Day Private Wine & Food Tour by Local Expert
10
Excellent
3 Reviews
5-Star Rating Recommendation
From
US $559Per Person
Private Guided Wine Country Bike Tour For Two (Mattituck)
10
Excellent
2 Reviews
5-Star Rating Recommendation
From
US $405Per Person
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
10
Excellent
2 Reviews
5-Star Rating Recommendation
From
US $339Per Person
Full Day Private Long Island Wine Tours from New York City
10
Excellent
2 Reviews
5-Star Rating Recommendation
From
US $189Per Person
Sagaponack Sunset Electric Bike Tour
10
Excellent
1 Reviews
5-Star Rating Recommendation
From
US $164Per Person
Hamptons Private Tour From NYC
9
Excellent
7 Reviews
5-Star Rating Recommendation
From
US $1,300Per Person
Long Island Wineries Private Half-Day Tasting Tour and Transit
9
Excellent
5 Reviews
5-Star Rating Recommendation
From
US $335Per Person

All Tours in Southold

Whether you love exploring landmarks or tasting local cuisine, you’ll find endless adventures here.

Top-rated places to stay near Southold

Find the perfect place to stay in Southold with Varoom. Choose from a wide range of vacation rentals, cottages, condos, and private villas - many offering top amenities and great value.

Cottage
Map-icon
like-icon10.0
Exceptional
(84 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $628/Night 7 Nights - US $4,395
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests 1646.88 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $391/Night 7 Nights - US $2,737
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Hotel
Map-icon
like-icon9.4
Exceptional
(297 Reviews)
1 Bath
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $497/Night 7 Nights - US $3,479
Cottage
Map-icon
like-icon10.0
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 4 Guests 1400 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $542/Night 7 Nights - US $3,791
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 11000.72 ft²
  • Parking
    Parking
  • Child Friendly
    Child Friendly
US $389/Night 7 Nights - US $2,723
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $365/Night 7 Nights - US $2,555
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $496/Night 7 Nights - US $3,471
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 1241 ft²
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $615/Night 7 Nights - US $4,307
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 1193 ft²
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $554/Night 7 Nights - US $3,877