Shelter Island Whale's Tail Tours and Activities

Plan a trip to see Shelter Island Whale's Tail

Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (1,232 reviews)
The hotel and staff are perfect! The property is set near all the dining you can imagine and the train is just a walk away! This is our new favorite place to stay. I will not stay anywhere else when I visit NYC.

Reviewed on Aug. 2, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (492 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul. 22, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Nice views.. but food at restaurant left a lot to be desired. Also staff presentation was terrible. They need uniforms and a dress code. Booty shorts, wrinkled clothing... its all a part of the experience and everyone looked like they got up out of bed and came to work. Take pride. Its managements fault ..

Reviewed on Jul. 30, 2025

Popular places to visit

Sylvester Manor

You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.

Sylvester Manor

Shelter Island Historical Society

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Gardiner's Bay Country Club

Menhadden Lane Beach

Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?

Menhadden Lane Beach

Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

Mashomack Preserve

Best Lodging Options Near Shelter Island Whale's Tail

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
Sound View Greenport
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
The Chequit
West Neck Guesthouse

West Neck Guesthouse

3.5 out of 5
31 W Neck Rd, Shelter Island Heights, NY
West Neck Guesthouse
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
Greenporter Hotel
The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
The Pridwin Hotel
House on Chase Creek

House on Chase Creek

2.5 out of 5
3 Locust Avenue, Shelter Island Heights, NY
House on Chase Creek
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The Harbor Front Inn
Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount

Shelter Island
Work and Play Special! Extended Stay Discount
Sunset Beach Hotel

Sunset Beach Hotel

2 out of 5
35 Shore Rd, Shelter Island, NY
Sunset Beach Hotel
See all 2,570 properties in Shelter Island Whale's Tail
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.