7 days in Anguilla Itinerary

7 days in Anguilla Itinerary

Created using Inspirock Anguilla tour itinerary planner

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Route & dates

7 days in Anguilla Itinerary

Start: Chicago
Fly:  15​h 30​min
1
The Valley
— 5 nights
Fly:  15​h 30​min
End: Chicago

5
nights
The Valley

The Valley ©
The Valley is the capital of Anguilla, one of its fourteen districts, and the main "town" on the island., it had a population of 1,067.HistoryHistorical landmarksThe Valley has few examples of colonial architecture due to the relocation of Anguilla's administration to St. Step out of The Valley to go to West End Village and see Maundays Bay, which is approximately 32 minutes away. Plan for a day of cool, family-friendly fun on the 3rd (Sun) at Anguilla Watersports. There's still lots to do: enjoy the sand and surf at Shoal Bay, take in the spiritual surroundings of Bethel Methodist Church, head off the coast to Sandy Island, and stroll through Rendezvous Bay Beach.

To see reviews, other places to visit, and other tourist information, refer to the The Valley road trip planning tool .

Chicago, USA to The Valley is an approximately 15.5-hour flight. The time zone difference when traveling from Chicago to The Valley is 2 hours. Plan for warmer temperatures traveling from Chicago in October, with highs in The Valley at 88°F and lows at 76°F. On the 4th (Mon), you'll travel back home.

Things to do in The Valley

Parks Outdoors Beaches

Side Trips

West End Village, Sandy Ground, Shoal Bay, Heritage Collection, Meads Bay
Highlights from your plan
Shoal Bay ©
Shoal Bay
Rendezvous Bay Beach ©
Rendezvous Bay Beach
Meads Bay ©
Meads Bay

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