VacationSelector
Painted wooden houses under palms in Key West, Key West
Key WestPainted wooden houses under palms in Key West
The towers and gate of the Ponce de León Hotel, now Flagler College, St. Augustine
St. AugustineThe towers and gate of the Ponce de León Hotel, now Flagler College

Photos: Key West by Dominik Gryzbon, Pexels License; St. Augustine by Farragutful, CC BY-SA 4.0, cropped.

Key West or St. Augustine?

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 Key West for

  • nightlife
  • getting around
  • nature and the outdoors

Key West suits adults who want warm, clear water through most of the year, long evenings on Duval Street and days spent on boats over the reef or out to the Dry Tortugas. The island is small enough to cycle everywhere, and its quiet Old Town lanes and garden guesthouses give it a slower side too. It is the pricier of the two, though, and there is little to do beyond its own shores.

Choose St. Augustine for

  • culture and sights
  • families
  • day trips

Families and history lovers will get more from St. Augustine. The Spanish fort, the Gilded Age hotels and a wide sandy beach all lie within a short drive of each other, and Jacksonville, Amelia Island and the Space Coast make easy days out. The town costs less and goes to bed early. In return you get a cool winter sea and a place where you need a car once you leave the historic district.

Scoreboard

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

Beaches & swimming. Key West 60, St. Augustine 70: St. Augustine leads by 10 points.
Food & drink. Key West 45, St. Augustine 40: Key West leads by 5 points.
Culture & sights. Key West 40, St. Augustine 62: St. Augustine leads by 22 points.
Nightlife. Key West 62, St. Augustine 30: Key West leads by 32 points.
Nature & outdoors. Key West 62, St. Augustine 50: Key West leads by 12 points.
Day trips. Key West 28, St. Augustine 48: St. Augustine leads by 20 points.
Good for families. Key West 40, St. Augustine 62: St. Augustine leads by 22 points.
Getting around. Key West 62, St. Augustine 38: Key West leads by 24 points.
Shopping & style. Key West 30, St. Augustine 32: St. Augustine leads by 2 points.
Affordability. Key West 15, St. Augustine 35: St. Augustine leads by 20 points.
Live music & performing arts. Key West 38, St. Augustine 35: Key West leads by 3 points.
Wellness & relaxation. Key West 40, St. Augustine 30: Key West leads by 10 points.
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Your match

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

Too close to call, level with your weighting

Key West
44match

Wins on nightlife and getting around with your weighting.

St. Augustine
44match

Wins on culture and sights and families with your weighting.

What matters to you?

Category by category

What the scores mean for a trip.

Beaches & swimming

St. Augustine 70Key West 60

For a day on the sand, St. Augustine has the better beach. Wide, flat, pale beaches run the length of Anastasia Island, from the dunes of the state park down to quieter Crescent Beach, and they are only a short drive from the old town. The surf is easy and the water shelves gently. The catch is the season: the Atlantic is only warm enough for swimming from late spring to autumn, and it is usually greenish rather than clear.

Key West turns this round. Its town beaches are small, with imported sand at Smathers and coral rubble at Fort Zachary Taylor, and seagrass and seaweed make wading less pleasant. The sea, though, is warm, calm and clear for most of the year, and best for snorkelling. For a classic sandy beach you drive about an hour to Bahia Honda.

Food & drink

Key West 45St. Augustine 40

Neither town offers much range, and both depend on seafood, but the local flavour is different. Key West looks south to Cuba: pressed Cuban sandwiches and strong coffee in the morning, stone crab and pink shrimp at the dockside shacks, and Key lime pie everywhere.

St. Augustine's own touch comes from its Minorcan settlers. The fiery datil pepper goes into hot sauces, a spicy tomato clam chowder and pilau, and oysters come from the marsh creeks. In both towns the main tourist street, Duval in one and St. George in the other, is where to eat least well.

Culture & sights

St. Augustine 62Key West 40

St. Augustine has far more history to see. Founded in 1565, it has the coquina Castillo de San Marcos on the bayfront and a Spanish quarter of balconied lanes and walled gardens. On top of that sits a Gilded Age layer: Flagler College's Tiffany glass and the Lightner Museum in the old Alcazar Hotel. It rewards a few full days.

Key West's appeal is more about atmosphere than monuments. Its Old Town is a large district of wooden conch cottages and Victorian verandas, and its sights are small and personal: Hemingway's house and cats, Truman's Little White House and the wreckers' treasure museums.

Nightlife

Key West 62St. Augustine 30

This is where the two differ most. Key West is built for staying out late. Bars on Duval Street stay open into the small hours, you can carry your drink from one open-sided bar to the next, and the upper end of Duval has a long-established gay scene. Fantasy Fest and the winter season are its loudest times.

St. Augustine's evenings are much shorter. There are courtyard pubs and cocktail bars around St. George and Hypolita Streets and a few beach bars on Anastasia Island, but most close well before the small hours. It suits a drink after dinner rather than a big night out.

Nature & outdoors

Key West 62St. Augustine 50

Key West has the better outdoors, almost all of it at sea. Boats leave daily for the coral of the Florida Reef. The backcountry flats are known for tarpon and bonefish, and the Dry Tortugas offer clear water and serious birdwatching. On land there is almost nothing.

St. Augustine is the better place for walking. Its salt marsh, dunes and hammock forest give you trails in Anastasia State Park and long birding walks in the Guana Tolomato Matanzas reserve. Kayak trips through the creeks often meet dolphins, but there is no reef to match Key West's.

Day trips

St. Augustine 48Key West 28

At the end of the Overseas Highway, Key West has one outstanding excursion: the ferry to Fort Jefferson in the Dry Tortugas. Otherwise there is the drive over the Seven Mile Bridge to Marathon's turtle hospital, and Miami is too far for a day.

St. Augustine has a longer list, though you need a car for all of it. Jacksonville's museums and gardens are under an hour away, and Fernandina Beach and Daytona are easy drives. Kennedy Space Center and the Orlando parks are a long but popular day out.

Good for families

St. Augustine 62Key West 40

Key West can keep children happy for a few days, and most of the fun is on the water: glass-bottom boats and snorkelling trips over the reef, calm shallows at Fort Zachary Taylor, and in town a small aquarium and a butterfly conservatory. At heart it is an adult island, though. The drinking on Duval Street starts early and Fantasy Fest is firmly for grown-ups, so families need to choose their streets and dates with care.

St. Augustine makes the easier family base. Its pirate and colonial-themed museums turn the town's history into a game, the trolleys spare small legs between sights, and family-style restaurants are everywhere in a compact, safe centre. The main strains are summer heat and crowded pavements at weekends, and for roller coasters it is a two-hour drive to Orlando.

Getting around

Key West 62St. Augustine 38

Key West is easier without a car. The whole island is flat and compact, the harbour, bars and sights are all close to Duval Street, and bikes and electric carts are the normal way to get about. You only need wheels to go further up the Keys.

St. Augustine's historic district is just as easy to walk, and the trolleys loop past the main sights. But the beaches, the lighthouse and everything further away are a drive across the bridges, and the local buses are of little use to a visitor.

Shopping & style

St. Augustine 32Key West 30

Neither is a shopping destination. Both have a main street full of T-shirts and novelties, and the better buys are elsewhere: in Key West, Old Town galleries, hand-rolled cigars and sponges from the harbour; in St. Augustine, antique and craft shops on Aviles Street and bottles of datil sauce. Only St. Augustine has an outlet mall for mainstream brands, out by the interstate.

Affordability

St. Augustine 35Key West 15

Both are expensive, but Key West is noticeably more so. The island has little room to build, so rooms cost a lot, and the boat trips and ferry that make the stay worthwhile add up fast. Late summer, in the stormy season, is the cheapest time.

St. Augustine is easier on the budget. Chain motels by the highway or on Anastasia Island cut the cost of a room, midweek stays help, and walking the old streets and using the public beaches costs nothing.

Live music & performing arts

Key West 38St. Augustine 35

There is about as much live performance in both towns, of different kinds. Key West's is informal and theatrical: drag cabaret every night, singer-songwriters in the Duval bars, and jugglers and trained-cat acts at sunset on Mallory Square, plus a small winter symphony season.

St. Augustine's big stage is the open-air Amphitheatre in the woods on Anastasia Island, where touring rock, country and folk acts play for much of the year. For opera or a serious theatre season, you would have to look further afield from either town.

Wellness & relaxation

Key West 40St. Augustine 30

Key West is the better place to unwind, as long as you stay away from Duval. Guesthouses built around pools and gardens, resort spas, easy-to-find yoga and the habit of stopping for sunset make for a slow stay.

St. Augustine has fewer spas and relies more on its pace: B&B verandas, courtyard gardens and an evening walk along the bayfront seawall. Neither has any thermal or bathhouse tradition.

When should you go?

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

Key West in July

32 °Cdaytime high
27 °Cnight-time low
84 mmrain in the month
11 hsunshine a day
30 °Csea
14 hdaylight a day

St. Augustine in July

32 °Cdaytime high
24 °Cnight-time low
144 mmrain in the month
11 hsunshine a day
28 °Csea
14 hdaylight a day

Daytime high, °C

0°10°20°30°40°JFMAMJJASOND

Rainfall in the month, mm

050100150200JFMAMJJASOND
Key WestSt. Augustine

Where the figures come from

Key West's temperatures are measured 69 km from the centre, at Key West Airport.

Key West 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.

St. Augustine 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.

St. Augustine's sunshine is measured 73 km from the centre, at Jacksonville International.

Temperature and rainfall are climate normals, averaged over the years shown. Key West: 1991-2020 (sunshine 1981-2010) normals, Key West Airport (69.1 km from centre). St. Augustine: 2006-2020 (sunshine 1991-2020, rainfall 1991-2020) normals, St Augustine / Kingsley Mobile Home Park (7.6 km from centre).

Key West is the warmer place all year. Even in January the days reach about 24°C and the sea stays near 23°C, so winter is fine for snorkelling and boat trips, and late winter into spring is both dry and sunny. From May to October the island is hot and humid, with heavy showers and storms, and walking in the middle of the day becomes hard work. The water is warmest then, though.

St. Augustine has a real winter. Highs of around 18°C in January are good for walking the old streets but too cool for swimming, and the sea doesn't warm up enough for the beach until May. Summer brings similar heat to Key West, with highs of 32°C in July, and a wetter rainy season that peaks at about 173mm in September. For the beach and sightseeing together, the best months are late spring and October.

Which traveller are you?

For a food and nightlife trip, Key West is the clear choice. Duval Street's open-air bars run into the small hours, the sunset crowd on Mallory Square starts the evening, and Cuban takeaway windows and dockside fish shacks feed you in between.

On a family trip with children, St. Augustine is easier. Children get the Alligator Farm, cannon firing at the Castillo de San Marcos, the lighthouse climb and gentle summer surf on Anastasia Island. You won't have Key West's late-night drinking street close by either.

On a culture and arts trip, St. Augustine has more to see. It has a Spanish star fort, a colonial quarter dating back to 1565 and Flagler's Gilded Age hotels. Key West has its wooden Old Town and the Hemingway house, but you can see them in less time.

Before you go

MeasureKey WestSt. Augustine
CurrencyUS Dollar (USD)US Dollar (USD)
SocketsAB120 V, 60 HzAB120 V, 60 Hz
Driving sideRightRight
Time zoneUTC-5, UTC-4 in summerUTC-5, UTC-4 in summer
Emergency number911911
Elevation4 m152 m
Main airportKey West International Airport (EYW)2 km from centre24 non-stop destinationsJacksonville International Airport (JAX)76 km from centre48 non-stop destinations
Public holidays this year11 days11 days

By the numbers

MeasureKey WestSt. Augustine
City population26,44414,329
People per km²1,407433
Museums within 10 km712
UNESCO World Heritage sites within 50 km00
Swim season, months above 21 °C12 months8 months

Where else could you go?

Every comparison below shares a destination with this one, so you can follow Key West or St. Augustine somewhere new.

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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 2026-11-08. Daily budgets are estimates from country price levels.