VacationSelector
Naples Pier over turquoise water, Naples, Florida
Naples, FloridaNaples Pier over turquoise water
Skiers in front of the big timber lodge at the resort, Winter Park, Colorado
Winter Park, ColoradoSkiers in front of the big timber lodge at the resort

Photos: Naples, Florida by William “Patrick” Ma…, CC BY-SA 3.0, cropped; Winter Park, Colorado by Murray Foubister, CC BY-SA 2.0, cropped.

Naples, Florida or Winter Park, Colorado?

Our verdict in twelve categories, each scored against the same fixed benchmark cities, and the climate month by month, so you can choose for your trip.

Choose Naples, Florida for

  • beaches
  • shopping
  • live music and the arts

What lies behind each score is written up on Naples, Florida’s own page.

Choose Winter Park, Colorado for

  • nature and the outdoors
  • getting around
  • prices

What lies behind each score is written up on Winter Park, Colorado’s own page.

Scoreboard

Twelve categories on one fixed scale from 0 to 100. The shaded stretch is the gap between the two.

Beaches & swimming. Naples, Florida 87, Winter Park, Colorado 5: Naples, Florida leads by 82 points.
Food & drink. Naples, Florida 46, Winter Park, Colorado 24: Naples, Florida leads by 22 points.
Culture & sights. Naples, Florida 27, Winter Park, Colorado 6: Naples, Florida leads by 21 points.
Nightlife. Naples, Florida 20, Winter Park, Colorado 15: Naples, Florida leads by 5 points.
Nature & outdoors. Naples, Florida 66, Winter Park, Colorado 88: Winter Park, Colorado leads by 22 points.
Day trips. Naples, Florida 43, Winter Park, Colorado 38: Naples, Florida leads by 5 points.
Good for families. Naples, Florida 64, Winter Park, Colorado 62: Naples, Florida leads by 2 points.
Getting around. Naples, Florida 22, Winter Park, Colorado 42: Winter Park, Colorado leads by 20 points.
Shopping & style. Naples, Florida 48, Winter Park, Colorado 12: Naples, Florida leads by 36 points.
Affordability. Naples, Florida 17, Winter Park, Colorado 25: Winter Park, Colorado leads by 8 points.
Live music & performing arts. Naples, Florida 40, Winter Park, Colorado 12: Naples, Florida leads by 28 points.
Wellness & relaxation. Naples, Florida 45, Winter Park, Colorado 46: Winter Park, Colorado leads by 1 points.
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What lies behind each score is written up on the two cities’ own pages: Naples, Florida and Winter Park, Colorado.

Your match

Pick a travel style or drag the sliders, and both match scores follow your weighting.

Naples, Florida
Best match
44match

Wins on beaches and shopping with your weighting.

Winter Park, Colorado
31match

Wins on nature and the outdoors and getting around with your weighting.

What matters to you?

When should you go?

Pick your month. The climate figures are measured averages, not a forecast.

Naples, Florida in July

32 °Cdaytime high
25 °Cnight-time low
197 mmrain in the month
30 °Csea
14 hdaylight a day

Winter Park, Colorado in July

21 °Cdaytime high
5 °Cnight-time low
39 mmrain in the month
No seasea
15 hdaylight a day

Daytime high, °C

-10°0°10°20°30°40°JFMAMJJASOND

Rainfall in the month, mm

050100150200250JFMAMJJASOND
Naples, FloridaWinter Park, Colorado

Where the figures come from

Naples, Florida has no rain gauge within 25 km of the centre, so its rainfall comes from a gridded climate dataset read at the city rather than from a gauge further away.

Winter Park, Colorado's temperatures are measured 90 km from the centre, at Leadville / Stringtown.

Winter Park, Colorado's station stands 269 m above the city centre, so the centre is likely a little warmer than the figures say.

Winter Park, Colorado has no rain gauge within 25 km of the centre, so its rainfall comes from a gridded climate dataset read at the city rather than from a gauge further away.

Temperature and rainfall are climate normals, averaged over the years shown. Naples, Florida: 2002-2020 (rainfall 1991-2020) normals, Naples / East Naples (2.3 km from centre). Winter Park, Colorado: 2006-2020 (rainfall 1991-2020) normals, Leadville / Stringtown (89.9 km from centre).

Before you go

MeasureNaples, FloridaWinter Park, Colorado
CurrencyUS Dollar (USD)US Dollar (USD)
SocketsAB120 V, 60 HzAB120 V, 60 Hz
Driving sideRightRight
Time zoneUTC-5, UTC-4 in summerUTC-7, UTC-6 in summer
Emergency number911911
Elevation-2 m2,759 m
Main airportSouthwest Florida International Airport (RSW)43 km from centre79 non-stop destinationsDenver International Airport (DEN)95 km from centre231 non-stop destinations
Public holidays this year11 days12 days

By the numbers

MeasureNaples, FloridaWinter Park, Colorado
City population19,1151,033
People per km²45024
Museums within 10 km40
UNESCO World Heritage sites within 50 km00
Swim season, months above 21 °C10 months-

Where else could you go?

Every comparison below shares a destination with this one, so you can follow Naples, Florida or Winter Park, Colorado somewhere new.

Browse every destination

Sources

Structured data from Wikidata (CC0). Weather data by Meteostat. Meteorological data provided by NOAA, DWD and others. Rainfall where no rain gauge is within 25 km is from the TerraClimate 1991-2020 climatology (Abatzoglou et al. 2018, Scientific Data), read at the city. Sea surface temperature from NOAA OISST v2.1, NOAA Physical Sciences Laboratory. Airport data from OurAirports (public domain). Public holidays from Nager.Date (MIT). Exchange rates via Frankfurter, based on European Central Bank reference rates. Non-stop route lists from the "Airlines and destinations" tables on English Wikipedia airport articles, by Wikipedia contributors, reused under CC BY-SA 4.0. Currency from the ISO 4217 register maintained by SIX, cross-checked against country data from GeoNames (CC BY 4.0). Price level from World Bank open data (PPP conversion factor for private consumption and official exchange rate), CC BY 4.0. Time zones from GeoNames (CC BY 4.0); clock offsets computed from the IANA time zone database. Daylight hours computed from each destination's latitude using the NOAA solar position algorithm.

Category scores are our editorial verdict under rubric v3, each placed against the same fixed benchmark cities; the climate figures are measured. How the scores are set. Snapshot generated 2026-11-02. Daily budgets are estimates from country price levels.