43 days in New York City & Florida Itinerary

43 days in New York City & Florida Itinerary

Created using Inspirock United States route maker

Plan created by another user. Make it yours

Route & dates

1
New York City
— 10 nights
2
Pensacola Beach
— 1 night
3
Panama City Beach
— 3 nights
4
St. Augustine
— 4 nights
5
Crystal River
— 1 night
6
Siesta Key
— 1 night
7
Sanibel Island
— 1 night
8
Naples
— 4 nights
9
Marco Island
— 2 nights
10
Key West
— 5 nights
11
Marathon
— 1 night
12
Islamorada
— 1 night
13
Key Largo
— 1 night
14
Miami
— 7 nights

10
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Your itinerary includes some good beach time at Bay Head Beach and Milford Beach. You'll discover tucked-away gems like Bushkill Falls and Ground Zero Museum Workshop. You'll find plenty of places to visit near New York City: Quogue Wildlife Refuge (in Quogue), Meschutt Beach (in Hampton Bays) and Goodale Farms (in Riverhead). And it doesn't end there: take a memorable tour with Tours, capture your vacation like a pro with an inspiring photography tour, stroll through Washington Square Park, and explore the galleries of Franklin D. Roosevelt Presidential Library and Museum.

To see photos, other places to visit, and tourist information, refer to the New York City planner.

Stockholm, Sweden to New York City is an approximately 12-hour flight. Traveling from Stockholm to New York City, you'll gain 6 hours due to the time zone difference. Traveling from Stockholm in September, expect New York City to be a bit warmer, temps between 31°C and 22°C. Wrap up your sightseeing on the 3rd (Thu) to allow time to travel to Pensacola Beach.

Things to do in New York City

Parks · Outdoors · Beaches

Side Trips

Hyde Park, Asbury Park, Bushkill, Westhampton Beach, Queens
Highlights from your plan
Bushkill Falls ©
Bushkill Falls
Quogue Wildlife Refuge ©
Quogue Wildlife Refuge

1
night
Pensacola Beach

Pensacola Beach ©
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. On the 4th (Fri), steep yourself in history at Fort Pickens Area, stroll through Gulf Islands National Seashore, and then stroll through Pensacola Beach.

For other places to visit, maps, traveler tips, and other tourist information, use the Pensacola Beach trip itinerary planning website.

You can fly from New York City to Pensacola Beach in 6 hours. Other options are to drive; or do a combination of bus and taxi. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. Traveling from New York City in October, things will get somewhat warmer in Pensacola Beach: highs are around 32°C and lows about 20°C. Finish your sightseeing early on the 4th (Fri) to allow enough time to drive to Panama City Beach.

Things to do in Pensacola Beach

Outdoors · Parks · Beaches
Highlights from your plan
Gulf Islands National Seashore ©
Gulf Islands National Seashore
Pensacola Beach ©
Pensacola Beach
Fort Pickens Area ©
Fort Pickens Area

3
nights
Panama City Beach

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.
Escape the urban bustle at St. Andrews State Park and Dolphin & Whale Watching. Discover out-of-the-way places like Henderson Beach State Park and Pier Park. Venture out of the city with trips to Florida Caverns State Park (in Marianna) and Air Force Armament Museum (in Fort Walton Beach). Next up on the itinerary: get close to the beloved marine mammals with a swim-with-the-dolphins experience, enjoy the sand and surf at Panama City Beach, and take in the waterfront at The Village of Baytowne Wharf.

For other places to visit, ratings, maps, and tourist information, read our Panama City Beach trip itinerary builder.

You can drive from Pensacola Beach to Panama City Beach in 2.5 hours. Traveling from Pensacola Beach to Panama City Beach, you'll lose 1 hour due to the time zone difference. In October, plan for daily highs up to 33°C, and evening lows to 17°C. Wrap up your sightseeing on the 7th (Mon) early enough to drive to St. Augustine.

Things to do in Panama City Beach

Outdoors · Parks · Nature

Side Trips

Destin, Florida Caverns State Park, Air Force Armament Museum
Highlights from your plan
Henderson Beach State Park ©
Henderson Beach State Park
St. Andrews State Park ©
St. Andrews State Park
Florida Caverns State Park ©
Florida Caverns State Park

4
nights
St. Augustine

St. Augustine ©
St. Escape the urban bustle at Fort Matanzas National Monument and Butterfly Rainforest. Visit Ormond Beach and Beach at Daytona Beach for some beach relaxation. Step out of St. Augustine to go to Gainesville and see Florida Museum of Natural History, which is approximately 1h 45 min away. There's still lots to do: identify plant and animal life at St. Augustine Wild Reserve, kick back and relax at St. Augustine Beach, enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc., and don't miss a visit to St. George Street.

To see reviews, other places to visit, more things to do, and more tourist information, read St. Augustine attractions site.

Getting from Panama City Beach to St. Augustine by car takes about 5.5 hours. Other options: fly. Traveling from Panama City Beach in October, expect somewhat warmer with lows of 22°C in St. Augustine. Finish up your sightseeing early on the 11th (Fri) so you can go by car to Crystal River.

Things to do in St. Augustine

Parks · Nature · Outdoors

Side Trips

Gainesville, Ormond Beach, Beach at Daytona Beach
Highlights from your plan
Ormond Beach ©
Ormond Beach
St. Augustine Wild Reserve ©
St. Augustine Wild Reserve
Fort Matanzas National Monument ©
Fort Matanzas National Monument

1
night
Crystal River

The jewel of Florida's Nature Coast, Crystal River spreads around spring-fed Kings Bay, known for maintaining a constant 22 C (72 F) temperature all year long.
On the 12th (Sat), glide peacefully along the water with some of the best stand-up paddleboarding in the area, then get a new perspective on things with Boat Tours & Water Sports, and then admire the majestic nature at Ellie Schiller Homosassa Springs Wildlife State Park.

To see more things to do, photos, where to stay, and more tourist information, go to the Crystal River trip planning site.

Traveling by car from St. Augustine to Crystal River takes 3 hours. Alternatively, you can take a bus. Traveling from St. Augustine in October, plan for slightly colder nights in Crystal River, with lows around 19°C. Wrap up your sightseeing on the 12th (Sat) to allow time to drive to Siesta Key.

Things to do in Crystal River

Outdoors · Tours · Wildlife

Side Trip

Ellie Schiller Homosassa Springs Wildlife State Park
Highlights from your plan
Stand-Up Paddleboarding
Scuba & Snorkeling

1
night
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
On the 13th (Sun), enjoy the sand and surf at Siesta Beach, then find your balance on the water with some of the best stand-up paddleboarding in the area, then explore the world behind art at The Ringling, and finally observe the fascinating underwater world at Mote Marine Laboratory & Aquarium.

To see where to stay, traveler tips, other places to visit, and more tourist information, you can read our Siesta Key driving holiday website.

Traveling by car from Crystal River to Siesta Key takes 2.5 hours. Alternatively, you can do a combination of bus and taxi. Expect somewhat warmer evenings in Siesta Key when traveling from Crystal River in October, with lows around 23°C. Finish your sightseeing early on the 13th (Sun) to allow enough time to drive to Sanibel Island.

Things to do in Siesta Key

Outdoors · Parks · Tours

Side Trip

Sarasota
Highlights from your plan
Siesta Beach ©
Siesta Beach
Stand-Up Paddleboarding
Mote Marine Laboratory & Aquarium ©
Mote Marine Laboratory & Aquarium

1
night
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 14th (Mon), look for all kinds of wild species at J.N. "Ding" Darling National Wildlife Refuge, kick back and relax at Bowman's Beach, and then enjoy the sand and surf at Captiva Beach.

For reviews, more things to do, maps, and more tourist information, go to the Sanibel Island route maker.

Traveling by car from Siesta Key to Sanibel Island takes 2.5 hours. Alternatively, you can do a combination of bus and taxi. In October, daily temperatures in Sanibel Island can reach 35°C, while at night they dip to 24°C. Wrap up your sightseeing on the 14th (Mon) early enough to drive to Naples.

Things to do in Sanibel Island

Parks · Outdoors · Beaches

Side Trip

Captiva Beach
Highlights from your plan
J.N. ©
Captiva Beach ©
Captiva Beach
Bowman's Beach ©
Bowman's Beach

4
nights
Naples

Naples ©
Eschew the tourist crowds and head to Lowdermilk Beach and Six Mile Cypress Slough Preserve. We've included these beaches for you: Barefoot Beach Preserve and Stump Pass Beach State Park. Get out of town with these interesting Naples side-trips: Fort Myers Beach (Lovers Key State Park, Dolphin & Whale Watching, &more).

To see where to stay, ratings, traveler tips, and other tourist information, use the Naples trip planner.

You can drive from Sanibel Island to Naples in 1.5 hours. In October, daily temperatures in Naples can reach 36°C, while at night they dip to 25°C. Cap off your sightseeing on the 18th (Fri) early enough to go by car to Marco Island.

Things to do in Naples

Wildlife · Outdoors · Parks

Side Trips

Fort Myers Beach, Stump Pass Beach State Park, Barefoot Beach Preserve, Six Mile Cypress Slough Preserve
Highlights from your plan
Lowdermilk Beach ©
Lowdermilk Beach
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Fishing Charters & Tours

2
nights
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. Kick off your visit on the 19th (Sat): see majestic marine mammals with a dolphin and whale watching tour, then find your balance on the water with some of the best stand-up paddleboarding in the area, and then surround yourself with nature on a nature and wildlife tour. Get ready for a full day of sightseeing on the 20th (Sun): cast your line with a fishing tour, then glide through the air with a parasailing or paragliding tour, and then zoom along the surf with a waterskiing or jet-skiing adventure.

For maps, traveler tips, other places to visit, and tourist information, you can read our Marco Island tour itinerary maker site.

Traveling by car from Naples to Marco Island takes an hour. Expect a daytime high around 35°C in October, and nighttime lows around 23°C. Wrap up your sightseeing on the 20th (Sun) early enough to ride a ferry to Key West.

Things to do in Marco Island

Outdoors · Tours · Wildlife

Side Trip

Nature & Wildlife Tours
Highlights from your plan
Stand-Up Paddleboarding
Fishing Charters & Tours
Parasailing & Paragliding

5
nights
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.
You'll discover tucked-away gems like Dolphin & Whale Watching and Waterskiing & Jetskiing. Take a break from the city and head to Stand-Up Paddleboarding and Kayaking & Canoeing. Next up on the itinerary: indulge in some personalized pampering at some of the best spas, meet the residents at Florida Keys Eco-Discovery Center, brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, and explore the different monuments and memorials at Key West Cemetery.

For reviews, traveler tips, more things to do, and other tourist information, you can read our Key West attractions planner.

You can ride a ferry from Marco Island to Key West in 3.5 hours. Another option is to drive. Plan for somewhat warmer nights when traveling from Marco Island in October since evenings lows in Key West dip to 29°C. Wrap up your sightseeing on the 25th (Fri) to allow time to drive to Marathon.

Things to do in Key West

Outdoors · Tours · Wildlife
Highlights from your plan
Dolphin & Whale Watching
Stand-Up Paddleboarding
Waterskiing & Jetskiing

1
night
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 26th (Sat): identify plant and animal life at Dolphin Research Center, then enjoy the sand and surf at Sombrero Beach, then identify plant and animal life at The Turtle Hospital, and finally enjoy the sand and surf at Bahia Honda State Park.

To find where to stay, ratings, traveler tips, and more tourist information, read Marathon journey website.

You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In October in Marathon, expect temperatures between 36°C during the day and 29°C at night. Wrap up your sightseeing on the 26th (Sat) early enough to drive to Islamorada.

Things to do in Marathon

Parks · Outdoors · Beaches

Side Trip

Bahia Honda State Park
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
The Turtle Hospital ©
The Turtle Hospital
Bahia Honda State Park ©
Bahia Honda State Park

1
night
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 27th (Sun): discover the deep blue sea with a scuba or snorkeling tour and then cast your line with a fishing tour.

To find reviews, maps, traveler tips, and more tourist information, refer to the Islamorada trip planner.

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. October in Islamorada sees daily highs of 36°C and lows of 29°C at night. Wrap up your sightseeing on the 27th (Sun) to allow time to drive to Key Largo.

Things to do in Islamorada

Outdoors · Wildlife · Tours
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling

1
night
Key Largo

Key Largo ©
The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Start off your visit on the 28th (Mon): glide through the air with a parasailing or paragliding tour, then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, and then immerse yourself in nature at John Pennekamp Coral Reef State Park.

To find other places to visit, photos, and tourist information, use the Key Largo day trip tool.

Key Largo is very close to Islamorada. Expect a daytime high around 34°C in October, and nighttime lows around 26°C. Finish up your sightseeing early on the 28th (Mon) so you can go by car to Miami.

Things to do in Key Largo

Parks · Nature · Outdoors
Highlights from your plan
John Pennekamp Coral Reef State Park ©
John Pennekamp Coral Reef State Park
Florida Keys Wild Bird Rehabilitation Center ©
Parasailing & Paragliding

7
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Get outdoors at Waterskiing & Jetskiing and Everglades National Park. Your itinerary includes some good beach time at Hollywood Beach and Fort Lauderdale Beach. You'll find plenty of places to visit near Miami: Anhinga Trail (in Everglades National Park), Loggerhead Marinelife Center (in Juno Beach) and Everglades Alligator Farm (in Homestead). Next up on the itinerary: cast your line with a fishing tour, have fun at Lock & Load Miami, take in the local highlights with Walking tours, and stroll around Bayfront Park.

To find reviews, traveler tips, other places to visit, and more tourist information, read our Miami online attractions planner.

You can drive from Key Largo to Miami in 1.5 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 36°C, and evening lows to 27°C. Wrap up your sightseeing on the 4th (Mon) to allow time to travel back home.

Things to do in Miami

Parks · Outdoors · Tours

Side Trips

Everglades National Park, Hollywood Beach, Anhinga Trail, Fort Lauderdale Beach, Loggerhead Marinelife Center
Highlights from your plan
Fort Lauderdale Beach ©
Fort Lauderdale Beach
Anhinga Trail ©
Anhinga Trail
Loggerhead Marinelife Center ©
Loggerhead Marinelife Center

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