9 days in Orlando, Dunedin & Key West Itinerary

Created using Klarna Trips Florida journey planner
Make it your trip
— 3 nights
— 1 night
Key West
— 2 nights
Fly to Lester B. Pearson International Airport, Drive to Hamilton


Orlando — 3 nights

Theme Park Capital of the World

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.
Step out of Orlando with an excursion to Boat Tours & Water Sports in Saint Cloud--about 38 minutes away. Have a day of magic on the 22nd (Wed) at Walt Disney World Resort. It doesn't end there: find something for the whole family at Universal Orlando Resort and admire the masterpieces at Charles Hosmer Morse Museum of American Art.

To see where to stay, ratings, maps, and tourist information, read our Orlando trip builder website.

Hamilton, Canada to Orlando is an approximately 6-hour flight. You can also drive; or take a train. Expect much hotter temperatures when traveling from Hamilton in March; daily highs in Orlando reach 30°C and lows reach 17°C. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Dunedin.
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Dunedin — 1 night

Dunedin is a city in Pinellas County, Florida, United States. On the 25th (Sat), trek along Pinellas Trail, then look for gifts at The Celtic Shop of Dunedin, then take in the waterfront activity at Tarpon Springs Sponge Docks, and finally get up close to creatures of the deep with a dolphin and whale watching tour. On the 26th (Sun), you'll have a packed day of sightseeing: step off the mainland to explore Caladesi Island State Park, enjoy the sand and surf at Honeymoon Island State Park, then enjoy some diversion at HIghlander Park, and finally don't miss a visit to Whimzey Bowling Ball House.

To see photos, reviews, ratings, and other tourist information, read Dunedin visit planner.

Drive from Orlando to Dunedin in 2 hours. Alternatively, you can drive; or do a combination of train and taxi; or take a bus. In March, plan for daily highs up to 28°C, and evening lows to 17°C. Finish your sightseeing early on the 26th (Sun) so you can fly to Key West.
Outdoors · Parks · Nature · Beaches
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Key West — 2 nights

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
On the 27th (Mon), contemplate the long history of Truman Little White House, see the interesting displays at The Ernest Hemingway Home and Museum, then look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and finally head outdoors with Outdoor Activities. Get ready for a full day of sightseeing on the next day: make a trip to Southernmost Point, then make a trip to Duval Street, then shop like a local with 7 Artists & Friends Key West, and finally take a memorable drive along The Overseas Highway.

For maps, other places to visit, reviews, and tourist information, you can read our Key West trip itinerary builder.

You can fly from Dunedin to Key West in 3 hours. Alternatively, you can drive; or do a combination of bus, taxi, and ferry. Traveling from Dunedin in March, plan for somewhat warmer nights in Key West, with lows around 24°C. Finish your sightseeing early on the 28th (Tue) so you can travel back home.
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