11 days in New York City & New England Itinerary

Kick off your visit on the 6th (Sat): steep yourself in history at 9/11 Memorial, pause for some serene contemplation at St. Patrick's Cathedral, then settle in for a delightful tour with a horse-drawn carriage tour, then take a stroll through Greenwich Village, and finally race across the water with a speed boat tour.

For traveler tips, photos, other places to visit, and tourist information, go to the New York City trip planner.

Fort Lauderdale to New York City is an approximately 4.5-hour flight. You can also drive; or take a bus. Prepare for little chillier weather when traveling from Fort Lauderdale in May: high temperatures in New York City hover around 69°F and lows are around 55°F. Wrap up your sightseeing on the 7th (Sun) early enough to drive to New Haven.

Kick off your visit on the 7th (Sun): take in the architecture and atmosphere at Center Church, examine the collection at Blessed Michael McGivney Pilgrimage Center, then admire the masterpieces at Yale University Art Gallery, and finally get engrossed in the history at Boothe Memorial Park and Museum. Here are some ideas for day two: contemplate in the serene atmosphere at Trinity Episcopal Church on the Green, stroll the grounds of Grove Street Cemetery, then contemplate the long history of Henry Whitfield State Museum, and finally take a tour by water with Boat Tours & Water Sports.

For other places to visit, where to stay, and other tourist information, go to the New Haven online holiday planner.

Traveling by car from New York City to New Haven takes 2 hours. Alternatively, you can drive; or take a bus; or take a train. Plan for slightly colder nights when traveling from New York City in May since evenings lows in New Haven dip to 50°F. Finish up your sightseeing early on the 8th (Mon) so you can go by car to Newport.

Start off your visit on the 9th (Tue): take in the architecture and atmosphere at St. Mary's Catholic Church, then take in the architecture and atmosphere at Trinity Church, then visit a coastal fixture at Castle Hill Lighthouse, and finally admire the majestic nature at Brenton Point State Park. On your second day here, appreciate the extensive heritage of Cliff Walk, steep yourself in history at Portsmouth Historical Society, then contemplate the long history of Wickford Village, and finally enjoy the sea views from Beavertail Lighthouse and Park.

To find ratings, more things to do, photos, and other tourist information, use the Newport online trip planner.

Getting from New Haven to Newport by car takes about 2.5 hours. Other options: do a combination of train and bus; or take a bus. In May, daytime highs in Newport are 65°F, while nighttime lows are 49°F. Wrap up your sightseeing on the 10th (Wed) early enough to drive to Aquinnah.

Start off your visit on the 11th (Thu): visit a coastal fixture at Gay Head Lighthouse, then kick back and relax at Menemsha Hills, and then take in the dramatic natural features at Aquinnah Cliffs.

For reviews, traveler tips, maps, and other tourist information, read Aquinnah trip itinerary site.

Drive from Newport to Aquinnah in 3.5 hours. Alternatively, you can drive. May in Aquinnah sees daily highs of 65°F and lows of 47°F at night. Finish your sightseeing early on the 11th (Thu) to allow enough time to travel to Nantucket.

Start off your visit on the 12th (Fri): don't miss a visit to St Paul's Episcopal Church, then contemplate the long history of Greater Light, then get to know the fascinating history of Milestone Bog, and finally hike along Sconset Bluff Walk. Get ready for a full day of sightseeing on the 13th (Sat): examine the collection at Nantucket Lightship Basket Museum, steep yourself in history at Hadwen House, then get to know the fascinating history of Altar Rock, and finally enjoy the sea views from Sankaty Head Lighthouse.

To find maps, other places to visit, reviews, and more tourist information, you can read our Nantucket trip itinerary builder app.

Travel from Aquinnah to Nantucket in 3 hours. In May, plan for daily highs up to 62°F, and evening lows to 49°F. Finish up your sightseeing early on the 13th (Sat) so you can catch the flight to Boston.

On the 14th (Sun), contemplate in the serene atmosphere at Trinity Church, steep yourself in history at Hancock-Clarke House, then steep yourself in history at Buckman Tavern, then steep yourself in history at Louisa May Alcott's Orchard House, and finally contemplate the long history of Lexington Green. Here are some ideas for day two: steep yourself in history at Granary Burying Ground, then stroll the grounds of Mount Auburn Cemetery, and then get to know the fascinating history of HarborWalk.

To see maps, ratings, traveler tips, and other tourist information, use the Boston travel website.

Getting from Nantucket to Boston by flight takes about 2.5 hours. Other options: do a combination of ferry and car; or do a combination of ferry and bus. In May, daily temperatures in Boston can reach 67°F, while at night they dip to 50°F. Wrap up your sightseeing on the 15th (Mon) early enough to fly back home.