While the summers on Shelter Island are spectacular, many locals and visitors alike find the other seasons a more relaxed time to visit. Here are some of the reasons:

The Bliss of Shorter Ferry Lines
One of the first joys you'll experience is the shorter ferry lines. You will enjoy a smooth and leisurely ride to our beautiful island with a minimal wait.

Quiet Beaches: A Serene Retreat
Imagine having a stretch of pristine beach all to yourself. The tranquility of our beaches offers a unique opportunity for peaceful reflection, long walks, or simply enjoying the water’s ever-changing moods.

No Wait Time for Your Culinary Adventure
Dining at your favorite restaurants becomes an even more pleasant experience when you can get the perfect reservation time or just walk in without a wait. With less demand, you can truly savor Shelter Island's culinary scene.

Navigate with Ease: Less Traffic, More Freedom
Whether you're driving to a trailhead for a hike or heading to our museum, you'll find the journey to be just as enjoyable as the destination.

Witness the Foliage
Autumn on Shelter Island is nothing short of magical. The fall foliage paints our landscapes in brilliant hues of orange, red, and gold. It’s a perfect backdrop for hiking, photography, or a simple afternoon picnic.

Experience the Island Sans Crowds
If you're someone who prefers a quieter atmosphere, the off-seasons offer the luxury of experiencing the island without the crowds. It feels as if you have the island to yourself, providing a sense of solitude and exclusivity that's hard to come by in the busier months.

A Vibrant Local Scene
Shelter Island hotels, beaches, shops, restaurants, bars, museums, and hiking trails remain open year-round. This gives you a chance to engage more deeply with local culture and fully appreciate what makes Shelter Island unique.

Come experience it for yourself and discover why many consider the off-season to be Shelter Island’s best-kept secret.