14 days in Bermuda, Orlando & Long Island Itinerary

14 days in Bermuda, Orlando & Long Island Itinerary

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Route & dates

14 days in Bermuda, Orlando & Long Island Itinerary

Start: Newark, United States
Fly:  6​h 15​min
1
Hamilton, Bermuda
— 4 nights
Fly:  10​h 15​min
2
Orlando, United States
— 5 nights
Fly + Drive:  5​h 45​min
3
Patchogue, United States
— 1 day
Drive:  1​h 45​min
4
Montauk, United States
— 2 nights
Drive:  3​h
End: Newark, United States


Learn more about your trip

4
nights
Hamilton, Bermuda

Hamilton ©
Hamilton is the capital of the British Overseas Territory of Bermuda. Explore Hamilton's surroundings by going to St. George (Tobacco Bay & World Heritage Centre - St. George). There's much more to do: enjoy the sand and surf at Horseshoe Bay Beach, take in the spiritual surroundings of Cathedral of the Most Holy Trinity (Bermuda Cathedral), visit a coastal fixture at Gibb's Hill Lighthouse, and tee off at Port Royal Golf Course, Bermuda.

For ratings, maps, reviews, and other tourist information, read our Hamilton tour itinerary planner.

Newark, USA to Hamilton is an approximately 6.5-hour flight. You'll lose 1 hour traveling from Newark to Hamilton due to the time zone difference. Prepare for somewhat warmer weather when traveling from Newark in April: high temperatures in Hamilton hover around 71°F and lows are around 64°F. Wrap up your sightseeing on the 25th (Thu) early enough to travel to Orlando.

Things to do in Hamilton

Parks Outdoors Beaches

Side Trips

Southampton Parish, Hamilton Parish, St. George, Warwick Long Bay Beach, Jon Faulkner Gallery
Find places to stay Apr 21 — 25:
Highlights from your plan
Horseshoe Bay Beach ©
Horseshoe Bay Beach
Crystal & Fantasy Caves ©
Crystal & Fantasy Caves
Elbow Beach ©
Elbow Beach

5
nights
Orlando, United States

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Pack the 26th (Fri) with family-friendly diversions at Walt Disney World Resort. Pack the 27th (Sat) with family-friendly diversions at Universal Orlando Resort. There's much more to do: find something for the whole family at Universal's Islands of Adventure, make an unforgettable trip to Happily Ever After Fireworks, stop by The LEGO Store Downtown Disney, and make a splash at Discovery Cove.

For ratings, where to stay, and more tourist information, use the Orlando online route maker .

Use the Route module to find suitable travel options from Hamilton to Orlando. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. Expect somewhat warmer weather when traveling from Hamilton in April: highs in Orlando hover around 84°F, while lows dip to 65°F. Finish your sightseeing early on the 1st (Wed) to allow enough time to travel to Patchogue.

Things to do in Orlando

Theme Parks Beaches Parks
Find places to stay Apr 25 — May 1:
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

1
day
Patchogue, United States

Patchogue ©
Patchogue is a village on the south shore of Long Island in Suffolk County, New York, United States. Start off your visit on the 2nd (Thu): delve into the lush surroundings at Wertheim National Wildlife Refuge and then step off the mainland to explore Fire Island National Seashore.

To see more things to do, where to stay, other places to visit, and more tourist information, refer to the Patchogue online travel planner .

Explore your travel options from Orlando to Patchogue with the Route module. Prepare for a bit cooler weather when traveling from Orlando in May: high temperatures in Patchogue hover around 69°F and lows are around 51°F. Cap off your sightseeing on the 2nd (Thu) early enough to travel to Montauk.

Things to do in Patchogue

Nature Parks Outdoors

Side Trip

Wertheim National Wildlife Refuge
Find places to stay May 1 — 2:
Highlights from your plan
Fire Island National Seashore ©
Fire Island National Seashore
Wertheim National Wildlife Refuge ©
Wertheim National Wildlife Refuge

2
nights
Montauk, United States

Montauk ©
Montauk is a census-designated place (CDP) that includes the hamlet with the same name located in the town of East Hampton in Suffolk County, New York, on the eastern end of the South Shore of Long Island. Start off your visit on the 3rd (Fri): admire the majestic nature at Hither Hills State Park, steep yourself in history at Pollock-Krasner House and Study Center, and then stroll through Orient Beach State Park. Get ready for a full day of sightseeing on the 4th (Sat): do a tasting at Mattebella Vineyards, view the masterpieces at Alex Ferrone Gallery, then learn about winemaking at Bedell Cellars, and finally learn about winemaking at Lenz Winery.

To see more things to do, maps, photos, and tourist information, go to the Montauk itinerary builder .

Traveling by car from Patchogue to Montauk takes 1.5 hours. In May in Montauk, expect temperatures between 65°F during the day and 50°F at night. Finish your sightseeing early on the 4th (Sat) so you can travel back home.

Things to do in Montauk

Nature Parks Wineries

Side Trips

Cutchogue, Lenz Winery, Mattebella Vineyards, Orient Beach State Park, Pollock-Krasner House and Study Center
Find places to stay May 2 — 4:
Highlights from your plan
Orient Beach State Park ©
Orient Beach State Park
Alex Ferrone Gallery ©
Alex Ferrone Gallery

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