The best time to go to North Haven is during the summer months, particularly from late June to early September, when the weather is ideal for enjoying the island's outdoor activities and the community is most active.During this period, you can expect warm, sunny days great for sailing, kayaking, and swimming in the bay. Lobster bakes are a frequent occurrence, and local art galleries and small shops are fully open. This is an excellent time for families looking for a classic New England summer vacation, with plenty of opportunities for children to explore the outdoors and participate in island traditions.For couples seeking a more tranquil experience with pleasant weather, the shoulder seasons of late May to mid-June and early September to mid-October are also quite appealing. The island is less crowded, offering a peaceful retreat while still enjoying comfortable temperatures for hiking and exploring the coastline.