9 days in Hollywood, Fort Myers Beach & St. Pete Beach Itinerary

9 days in Hollywood, Fort Myers Beach & St. Pete Beach Itinerary

Created using Inspirock Florida tour planner

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

Route & dates

9 days in Hollywood, Fort Myers Beach & St. Pete Beach Itinerary

Start: Chicago
Fly:  5​h 30​min
1
Hollywood
— 3 nights
bus + taxi:  2​h 15​min
2
Fort Myers Beach
— 2 nights
Drive:  2​h 30​min
3
St. Pete Beach
— 3 nights
Fly:  5​h 15​min
End: Chicago

3
nights
Hollywood

Hollywood ©
The city of Hollywood is a classic Florida beach town and popular vacation spot, attracting visitors with its picturesque beaches, lively nightlife, and laid-back vibe.
Hollywood is known for beaches, casinos, wildlife, parks, and shopping. Your plan includes some of its best attractions: tour the pleasant surroundings at Hollywood Beach, take a leisurely stroll along Hollywood Boardwalk, explore the landscape on two wheels at West Lake Park, and take a tour by water with Boat Tours & Water Sports.

To find ratings, other places to visit, photos, and other tourist information, read Hollywood road trip site .

Chicago to Hollywood is an approximately 5.5-hour flight. You can also do a combination of flight and train; or drive. Traveling from Chicago to Hollywood, you'll lose 1 hour due to the time zone difference. Plan for much warmer temperatures traveling from Chicago in March, with highs in Hollywood at 80°F and lows at 65°F. Finish up your sightseeing early on the 24th (Tue) so you can travel to Fort Myers Beach.

Things to do in Hollywood

Outdoors Parks Fun & Games
Highlights from your plan
JP Outfitters Inc. ©
JP Outfitters Inc.
Hollywood Beach ©
Hollywood Beach
Boxroom Escape Games ©
Boxroom Escape Games

2
nights
Fort Myers Beach

Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Kick off your visit on the 25th (Wed): stroll through Fort Myers Beach, don't miss a visit to Times Square, and then get up close to creatures of the deep with a dolphin and whale watching tour.

For photos, more things to do, where to stay, and tourist information, read Fort Myers Beach attractions planner.

Getting from Hollywood to Fort Myers Beach by combination of bus and taxi takes about 2.5 hours. Other options: drive; or take a bus. Traveling from Hollywood in March, expect slightly colder with lows of 59°F in Fort Myers Beach. Wrap up your sightseeing by early afternoon on the 26th (Thu) to allow enough time to drive to St. Pete Beach.

Things to do in Fort Myers Beach

Outdoors Tours Wildlife
Highlights from your plan
Dolphin & Whale Watching
Parasailing & Paragliding
Fort Myers Beach ©
Fort Myers Beach

3
nights
St. Pete Beach

St. Pete Beach ©
St. St. Pete Beach is known for beaches, wildlife, adventure, nightlife, and zoos & aquariums. Your plan includes some of its best attractions: kick back and relax at Saint Pete Beach, get up close to creatures of the deep with a dolphin and whale watching tour, take a leisurely stroll along Merry Pier, and get your game on at High Tide Slide!.

To find photos, more things to do, where to stay, and more tourist information, read St. Pete Beach vacation planner.

You can drive from Fort Myers Beach to St. Pete Beach in 2.5 hours. Alternatively, you can take a bus. Expect little chillier weather when traveling from Fort Myers Beach in March: highs in St. Pete Beach hover around 75°F, while lows dip to 62°F. Cap off your sightseeing on the 29th (Sun) early enough to travel back home.

Things to do in St. Pete Beach

Outdoors Tours Parks
Highlights from your plan
Saint Pete Beach ©
Saint Pete Beach
Dolphin & Whale Watching
Pass-a-Grille ©
Pass-a-Grille

Similar Plans

23 days in United States BY A USER FROM AUSTRALIA April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 4 days in St. Pete Beach BY A USER FROM UNITED STATES July, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: July, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Fort Myers Beach BY A USER FROM CANADA December, outdoors, relaxing, beaches, shopping, popular sights PREFERENCES: December, outdoors, relaxing, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 10 days in United States BY A USER FROM UNITED STATES August, kids, popular sights PREFERENCES: August, kids ATTRACTION STYLE: Popular sights PACE: Medium 22 days in United States BY A USER FROM INDIA August, culture, romantic, beaches, shopping, popular sights PREFERENCES: August, culture, romantic, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Florida BY A USER FROM UNITED STATES July, teens, kids, popular sights PREFERENCES: July, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Hollywood BY A USER FROM UNITED STATES August, outdoors, historic sites, museums, wildlife, hidden gems PREFERENCES: August, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 6 days in Hollywood BY A USER FROM AUSTRALIA May, culture, relaxing, romantic, shopping, popular & hidden gems PREFERENCES: May, culture, relaxing, romantic, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Fort Myers Beach BY A USER FROM UNITED STATES August, kids, popular sights PREFERENCES: August, kids ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Fort Myers Beach BY A USER FROM UNITED STATES March, kids, popular sights PREFERENCES: March, kids ATTRACTION STYLE: Popular sights PACE: Medium
View more plans