41 days in Florida Itinerary

41 days in Florida Itinerary

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41 days in Florida Itinerary

Ottawa
Fly:  6​h 30​min
Orlando
— 4 nights
Drive:  2​h
St. Augustine
— 5 nights
Drive:  5​h 30​min
Panama City Beach
— 4 nights
taxi + Fly:  6​h 15​min
Key West
— 7 nights
Drive:  1​h 15​min
Marathon
— 4 nights
Drive:  45​min
Islamorada
— 3 nights
Drive:  3​h 30​min
Marco Island
— 4 nights
Drive:  30​min
Naples
— 4 nights
Drive:  1​h 15​min
Sanibel Island
— 5 nights
taxi + bus + Fly:  7​h 15​min
Ottawa

4
days
Orlando

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.
Shop till you drop at Orlando Premium Outlets - Vineland Avenue and World of Disney. Take a break from the city and head to Ponce de Leon Inlet Lighthouse & Museum and Beach at Daytona Beach. Get out of town with these interesting Orlando side-trips: Cocoa Beach (The Florida Key Lime Pie Company & Cocoa Beach). There's lots more to do: wander the streets of International Drive, examine the collection at Madame Tussauds, buy something for everyone on your list at The Florida Mall, and stop by The LEGO Store Downtown Disney.

To find photos, ratings, more things to do, and other tourist information, read our Orlando day trip planner .

Ottawa, Canada to Orlando is an approximately 6.5-hour flight. You can also do a combination of train and flight; or drive. While traveling from Ottawa, expect somewhat warmer days and much hotter nights in Orlando, ranging from highs of 36°C to lows of 24°C. Finish your sightseeing early on the 18th (Fri) so you can drive to St. Augustine.

Things to do in Orlando

#Shopping, #Parks, #Outdoors

Side Trips

Cocoa Beach, Beach at Daytona Beach, Ponce de Leon Inlet Lighthouse & Museum
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Ponce de Leon Inlet Lighthouse & Museum ©
Beach at Daytona Beach ©
Beach at Daytona Beach
Cocoa Beach ©
Cocoa Beach

4
days
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Head to Pop N Off and Market to Marketfor some retail therapy. Get in touch with nature at St. Augustine Beach and Fort Matanzas National Monument. Venture out of the city with trips to Ormond Beach (in Ormond Beach) and Ocean Art Gallery (in Flagler Beach). There's much more to do: see the interesting displays at St. Augustine Pirate & Treasure Museum, don't miss a visit to St. George Street, admire all the interesting features of Flagler College, and look for all kinds of wild species at St. Augustine Alligator Farm Zoological Park.

To see reviews, photos, traveler tips, and more tourist information, read our St. Augustine holiday builder .

Traveling by car from Orlando to St. Augustine takes 2 hours. Alternatively, you can take a bus. Traveling from Orlando in May, expect nights in St. Augustine to be about the same, around 22°C, while days are little chillier, around 33°C. Wrap up your sightseeing on the 23rd (Wed) to allow time to drive to Panama City Beach.

Things to do in St. Augustine

#Parks, #Historic Sites, #Nature

Side Trips

Ocean Art Gallery, Ormond Beach
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St. Augustine Pirate & Treasure Museum ©
Fort Matanzas National Monument ©
Fort Matanzas National Monument

4
days
Panama City Beach

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Get outdoors at Dolphin & Whale Watching and Parasailing & Paragliding. Head to Pier Park and Sundog Booksfor some retail therapy. Venture out of the city with trips to Grayton Beach State Park (in Grayton Beach), Goatfeathers Seafood Market (in Santa Rosa Beach) and Henderson Beach State Park (in Destin). Next up on the itinerary: stroll through St. Andrews State Park, brush up on your military savvy at Air Force Armament Museum, and learn about winemaking at Panama City Beach Winery.

To see other places to visit, photos, ratings, and tourist information, you can read our Panama City Beach trip itinerary tool .

You can drive from St. Augustine to Panama City Beach in 5.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus, flight, and taxi. In May, daytime highs in Panama City Beach are 34°C, while nighttime lows are 20°C. On the 27th (Sun), wrap the sightseeing up by early afternoon so you can travel to Key West.

Things to do in Panama City Beach

#Outdoors, #Nature, #Parks

Side Trips

Destin, Goatfeathers Seafood Market, Sundog Books, Air Force Armament Museum, Grayton Beach State Park
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Dolphin & Whale Watching
Henderson Beach State Park ©
Henderson Beach State Park
Parasailing & Paragliding

6
days
Key West

Key West ©
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.
Museum-lovers will get to explore Key West Lighthouse and Keeper's Quarters Museum and Florida Keys Eco-Discovery Center. Escape the urban bustle at Dolphin & Whale Watching and Kayaking & Canoeing. Spend the 28th (Mon) exploring nature at Dry Tortugas National Park. There's much more to do: take a tour by water with Boat Tours & Water Sports, stop by Rodriguez Cigar Factory, zoom along the surf with a waterskiing or jet-skiing adventure, and find your balance on the water with some of the best stand-up paddleboarding in the area.

To find other places to visit, maps, traveler tips, and tourist information, you can read our Key West journey site .

Traveling by combination of taxi and flight from Panama City Beach to Key West takes 6.5 hours. Alternatively, you can do a combination of taxi and flight; or drive. Traveling from Panama City Beach in May, you can expect nighttime temperatures to be somewhat warmer in Key West, with lows of 29°C. Wrap up your sightseeing on the 3rd (Sun) early enough to drive to Marathon.

Things to do in Key West

#Outdoors, #Tours, #Adventure
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Dry Tortugas National Park ©
Dry Tortugas National Park
Dolphin & Whale Watching
Scuba & Snorkeling

4
days
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Visiting Dolphin Research Center and Bahia Honda State Park will get you outdoors. You'll explore the less-touristy side of things at Sombrero Beach and The Turtle Hospital. There's still lots to do: see some colorful creatures with a scuba or snorkeling tour, kick back and relax at Sunset Park Beach, cast your line with a fishing tour, and look for all kinds of wild species at Crane Point Museum & Nature Center.

To find ratings, more things to do, other places to visit, and more tourist information, read Marathon day trip site .

Drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In June, daily temperatures in Marathon can reach 38°C, while at night they dip to 30°C. Cap off your sightseeing on the 7th (Thu) early enough to go by car to Islamorada.

Things to do in Marathon

#Outdoors, #Parks, #Wildlife

Side Trips

Sunset Park Beach, Bahia Honda State Park
Accommodations
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Bahia Honda State Park ©
Bahia Honda State Park
Dolphin Research Center ©
Dolphin Research Center
Sombrero Beach ©
Sombrero Beach

4
days
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Get in touch with nature at Robbie's of Islamorada and Waterskiing & Jetskiing. You'll explore and learn at Michelle Nicole Lowe Art Gallery and Florida Keys History & Discovery Center. There's much more to do: identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, get engrossed in the history at History of Diving Museum, take in the exciting artwork at Lobster Trap Art Gallery, and glide through the air with a parasailing or paragliding tour.

For maps, ratings, other places to visit, and other tourist information, you can read our Islamorada trip planner .

Drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In June in Islamorada, expect temperatures between 38°C during the day and 30°C at night. Wrap up your sightseeing on the 10th (Sun) to allow time to drive to Marco Island.

Things to do in Islamorada

#Outdoors, #Adventure, #Tours

Side Trips

Key Largo, Florida Keys Wild Bird Rehabilitation Center
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Parasailing & Paragliding
Anne's Beach ©
Anne's Beach
History of Diving Museum ©
History of Diving Museum

4
days
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Visiting Waterskiing & Jetskiing and Nature & Wildlife Tours will get you outdoors. Do your shopping at Marco Island Farmers Market-Wednesday and Island Trends. Take a break from Marco Island with a short trip to Speed Boats Tours in Everglades City, about 36 minutes away. Next up on the itinerary: fly like a bird with a parasailing or paragliding tour, get up close to creatures of the deep with a dolphin and whale watching tour, kick back and relax at Tigertail Beach, and stroll through South Marco Beach.

To see where to stay, other places to visit, photos, and tourist information, read our Marco Island travel planning site .

Traveling by car from Islamorada to Marco Island takes 3.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus, flight, and taxi. Traveling from Islamorada in June, you can expect nighttime temperatures to be little chillier in Marco Island, with lows of 26°C. Cap off your sightseeing on the 14th (Thu) early enough to go by car to Naples.

Things to do in Marco Island

#Outdoors, #Tours, #Parks

Side Trip

Everglades City
Accommodations
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Waterskiing & Jetskiing
Nature & Wildlife Tours
Parasailing & Paragliding

4
days
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. Visiting Audubon Corkscrew Swamp Sanctuary and Lowdermilk Beach will get you outdoors. Head to Fifth Avenue South and Miromar Outletsfor some retail therapy. Step out of Naples with an excursion to Barefoot Beach Preserve in Bonita Springs--about 36 minutes away. Next up on the itinerary: make a trip to Waterside Shops, look for gifts at Toucan's World, admire the natural beauty at Naples Botanical Garden, and see what you can catch with a fishing tour.

For ratings, other places to visit, where to stay, and more tourist information, use the Naples holiday builder website .

Naples is just a stone's throw from Marco Island. Expect a daytime high around 37°C in June, and nighttime lows around 28°C. Wrap up your sightseeing on the 18th (Mon) early enough to drive to Sanibel Island.

Things to do in Naples

#Parks, #Outdoors, #Shopping

Side Trips

Miromar Outlets, Barefoot Beach Preserve
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Audubon Corkscrew Swamp Sanctuary ©
Audubon Corkscrew Swamp Sanctuary
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Fishing Charters & Tours

5
days
Sanibel Island

Sanibel Island ©
Your inner history buff will appreciate Sanibel Historical Museum and Village and Sanibel Island Lighthouse. Head to B Unique Boutique and Finnimore's Cycle Shopfor some retail therapy. Explore the numerous day-trip ideas around Sanibel Island: Fort Myers Beach (Parasailing & Paragliding, Fort Myers Beach, & more).

Use Inspirock's suggestions to plan your Sanibel Island trip and find the best activities and attractions for your vacation.

Traveling by car from Naples to Sanibel Island takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In June, daytime highs in Sanibel Island are 38°C, while nighttime lows are 26°C. Wrap up your sightseeing on the 23rd (Sat) early enough to travel back home.

Things to do in Sanibel Island

#Outdoors, #Parks, #Beaches

Side Trips

Fort Myers Beach, Captiva Beach
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Bowman's Beach ©
Bowman's Beach
Fort Myers Beach ©
Fort Myers Beach
Lovers Key State Park ©
Lovers Key State Park

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