2025 Compare Cities Rankings:
Gulf Breeze, FL vs Winter Park, FL

#8 Hurricane Hotspots

#9 High Gas Prices - Which Cities are Hit the Hardest?

#14 2005 High Gas Prices

#49 America's Migraine Hot Spots

#50 America's Best and Worst Cities for Crime (Mid-Size Metro Areas)

#75 Most Popular Cities for the Holidays

#146 Best Green Cities

#239 2005 Best Places to Live

#2 Failure To Lunch

#5 Fiscally Fit Cities Report

#5 High Gas Prices - Which Cities are Hit the Hardest?

#6 2005 High Gas Prices

#6 Stressful Cities 2012

#7 Sleepless Cities 2011

#8 Best Cities for Teleworking - Large Metro Areas

#9 America’s Manliest Sports Cities

#10 Sperlings Skincare Wrinkle Ranking

#11 Most Irritation Prone Cities

#14 America’s Manliest Cities

#15 Drought-Riskiest Cities

#15 America’s Least Manly Cities

#15 Most Popular Cities for the Holidays

#15 Best Cities for Board Gamers

#16 Second Annual “America’s Manliest Cities” Rankings

#18 Worst Cities for Respiratory Infections

#19 Most Romantic Cities for Boomers

#20 Most and Least Risky Places for Identity Theft

#21 America's Most (and Least) Stressful Cities (100 Largest Metro Areas)

#22 Best and Worst Airports to make a Connection List

#23 America’s Best (and Worst) Cities for Dating

#27 Best Block Party Places

#29 Hypertension Hot Spots

#30 Americas Manliest Cites 2011

#30 Best Cities for Seniors 2005

#31 Most Energetic Cities

#32 Wrinkle Ranking Cities Most at Risk for Skin Damage by 2040

#34 America's Most Playful Cities

#34 Best Airports to Make a Connection

#35 America's Best Cities for a Healthy Retirement

#36 The Most Single Cities

#37 Best and Worst Cities for Sleep

#38 Cities on the Edge of Greatness

#38 America's Top Hygge Cities

#40 Gloomiest Places in America

#44 Best Baseball Cities

#46 Healthiest Cities

#49 Metro Areas with Fastest Rising Income 2020

#76 America's Migraine Hot Spots

#96 Most Comfortable Summer Cities

#97 The Most (and Least) Gender Imbalanced Cities

#134 2005 Best Places to Live

#143 Best Green Cities

If you have already retired or it's just around the corner; Gulf Breeze, FL is a great place to consider. With multiple Navy and Air Force bases in the surrounding  More

I live in a town East of Gulf Breeze called Navarre off the coastal route 98. I don't know why it isn't on the list of towns. Navarre, and Navarre Beach, especially is  More

I grew up in the north so for me the heat and humidity here is nothing short of relentless which is difficult because I am really an outdoors person. If you choose to  More

I think Winter Park is ideally suited for families and couples, and individuals. It is a beautiful part of Central Florida. There is almost no crime, and it is  More

I've lived in the city for 5 years and certainly, I ??it! Polite people, great schools, nice & very pacific oriented entertainment, family  More

near park  More