5 days in Florida Itinerary

5 days in Florida Itinerary

Created using Inspirock Florida trip itinerary planner

This plan was created by another user.  Make it your plan

Route & dates

5 days in Florida Itinerary

Start: New York City
+3
bus + Fly + taxi + bus:  8​h 15​min
1
St. Augustine
— 1 night
Drive:  6​h
2
Marco Island
— 1 day
Drive:  4​h
3
Marathon
— 1 night
bus:  1​h 15​min
4
Key West
— 1 night
Fly + bus:  6​h
End: New York City

1
night
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. To see traveler tips, where to stay, photos, and other tourist information, use the St. Augustine holiday planner .

New York City to St. Augustine is an approximately 8.5-hour combination of bus and flight. You can also drive; or take a bus. Plan for somewhat warmer temperatures traveling from New York City in May, with highs in St. Augustine at 83°F and lows at 67°F. Wrap up your sightseeing on the 25th (Sat) to allow time to drive to Marco Island.

Things to do in St. Augustine

Museums Outdoors Beaches
Highlights from your plan
Lightner Museum ©
Lightner Museum
Cathedral Basilica of St. Augustine ©
St. Augustine Beach ©
St. Augustine Beach

1
day
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. On the 26th (Sun), take a memorable tour with Tours, glide through the air with a parasailing or paragliding tour, and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see traveler tips, maps, where to stay, and tourist information, go to the Marco Island trip itinerary maker .

Traveling by car from St. Augustine to Marco Island takes 6 hours. Alternatively, you can do a combination of car, flight, and bus; or do a combination of bus and flight. Expect a daytime high around 88°F in May, and nighttime lows around 69°F. Finish up your sightseeing early on the 26th (Sun) so you can go by car to Marathon.

Things to do in Marco Island

Tours Outdoors Adventure
Highlights from your plan
Waterskiing & Jetskiing
Parasailing & Paragliding
Dolphin & Whale Watching

1
night
Marathon

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 27th (Mon): kick back and relax at Sombrero Beach, look for all kinds of wild species at The Turtle Hospital, and then see what you can catch with a fishing tour.

To find ratings, reviews, maps, and more tourist information, read our Marathon trip itinerary planning website .

Getting from Marco Island to Marathon by car takes about 4 hours. Other options: do a combination of ferry and bus; or do a combination of bus and flight. Traveling from Marco Island in May, you can expect nighttime temperatures to be somewhat warmer in Marathon, with lows of 77°F. Wrap up your sightseeing on the 27th (Mon) early enough to take a bus to Key West.

Things to do in Marathon

Outdoors Wildlife Tours
Highlights from your plan
Fishing Charters & Tours
The Turtle Hospital ©
The Turtle Hospital
Sombrero Beach ©
Sombrero Beach

1
night
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.
Start off your visit on the 28th (Tue): examine the collection at The Ernest Hemingway Home and Museum and then take a memorable tour with Tours.

You can plan Key West trip in no time by asking Inspirock to help create your itinerary.

You can take a bus from Marathon to Key West in 1.5 hours. Another option is to drive. In May in Key West, expect temperatures between 85°F during the day and 77°F at night. Cap off your sightseeing on the 28th (Tue) early enough to travel back home.

Things to do in Key West

Tours Outdoors Wildlife
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Dolphin & Whale Watching

Similar Plans

8 days in Florida BY A USER FROM UNITED STATES June, teens, beaches, historic sites, popular sights PREFERENCES: June, teens, beaches, historic sites ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Florida BY A USER FROM UNITED STATES June, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, hidden gems PREFERENCES: June, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Fast-paced 9 days in Florida, Georgia & Alabama`s Gulf Coast BY A USER FROM UNITED STATES June, kids, beaches, historic sites, wildlife, popular sights PREFERENCES: June, kids, beaches, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Florida BY A USER FROM UNITED STATES May, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife, popular sights PREFERENCES: May, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Florida BY A USER FROM UNITED STATES June, teens, kids, outdoors, beaches, shopping, popular sights PREFERENCES: June, teens, kids, outdoors, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Florida & New Orleans BY A USER FROM UNITED STATES June, teens, kids, culture, outdoors, beaches, museums, wildlife, popular sights PREFERENCES: June, teens, kids, culture, outdoors, beaches, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Florida BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 7 days in Florida BY A USER FROM UNITED STATES June, outdoors, beaches, wildlife, slow & easy, popular sights PREFERENCES: June, outdoors, beaches, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 7 days in Florida BY A USER FROM UNITED STATES May, outdoors, beaches, historic sites, popular sights PREFERENCES: May, outdoors, beaches, historic sites ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Florida BY A USER FROM UNITED STATES June, teens, outdoors, museums, wildlife, popular sights PREFERENCES: June, teens, outdoors, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Florida BY A USER FROM UNITED STATES August, teens, popular sights PREFERENCES: August, teens ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Florida BY A USER FROM CANADA May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans