When to go

Warm-weather winter escapes

Routes built around warm-weather winter escapes. Each lists what is open, what books up and what to check before you go.

Find your trip

Pick who's going, when, and how long you have to see the guides that fit.

Every guide is listed on All trips (the filters here need JavaScript).

Browse by Where · Who's going · When · Trip type · How long.

Trip types: Festivals & events ·  Anniversaries & milestones ·  Cultural festivals & parades · National parks & wild places ·  Waterfalls & gorges ·  Volcanoes & geothermal wonders ·  Stargazing & northern lights ·  Camping & cabins ·  Wildlife watching & birding ·  Desert & canyon parks ·  Mountain & alpine parks ·  Coastal & island parks ·  Forests, rainforests, caves & wetlands · Road trip ·  Historic route ·   Route 66 ·   Natchez Trace Parkway ·  Mountain & scenic byways ·   Blue Ridge Parkway ·  National park road trip ·  Road trip abroad ·  Coastal drives ·   Pacific Coast Highway ·  Desert & canyon drives ·  Ferry & island road trip · Active & adventure trip ·  Paddling, kayaking & rafting ·  Snowshoeing, dog sledding & winter sports ·  Hiking & backpacking ·  Biking & rail-trails ·  Multi-sport adventure trip · City trip & culture ·  Live music & nightlife ·  Theme parks & family attractions ·  Museums: art, science & history ·  Film, TV & literary trip ·  Architecture & design ·  Theater & performing arts ·  Big cities ·  Smaller cities ·  Cities near the outdoors · Scenic train rides ·  Heritage & excursion railroads ·  Long-distance rail journeys ·  Car-free trip by train ·  Rail journeys abroad · Mountain getaways & ski ·  Ski trip ·  Snowy escapes without skiing ·  Summer mountain towns ·  Red rock & desert mountain towns ·  Alps, highlands & big ranges abroad · Spa, cruise & splurge trip ·  Wellness retreats & yoga ·  Spas & hot springs ·  Cruises, river & canal boats ·   Ocean cruises ·   Alaska Inside Passage cruise ·  Splurge trip ·  Slow, restful trip · History & culture ·  Lighthouses, forts & sea history ·  Castles & old towns ·  Mansions & grand estates ·  Ancient sites & ruins ·  Civil War sites ·  Historic small towns & covered bridges ·  Presidential & military history ·  Pilgrimages & sacred sites ·  Old West, ghost & mining towns ·  Civil rights & Black history ·  Colonial & Revolutionary history ·  Native American & Indigenous heritage · Beach vacations & islands ·  Snorkeling & diving ·  Beach towns ·  Island hopping ·  Tropical islands & the Caribbean ·  Mediterranean coasts & islands ·  Rugged coastlines ·  Surf towns · Food & wine trip ·  Markets, street food & food halls ·  Breweries & distilleries ·  Seafood & coastal eating ·  Fine-dining splurges ·  Wine country ·  Farm-to-table, orchards & cider ·  Coffee, cheese & sweet treats ·  Food cities (US & Canada) ·  Regional American food ·   Barbecue trails ·   Tex-Mex & Southwest flavors ·   Southern, Cajun & Creole cooking ·  Eating your way abroad ·   Japanese food ·   Italian food ·   Mexican food ·   French food ·   Spanish & Portuguese food ·   Southeast Asian food ·   Korean food ·   Central European food ·   Irish & British food · Bucket-list trip ·  Machu Picchu & the Inca Trail ·  Camino de Santiago ·  Iceland Ring Road · By departure city ·  From New York City ·  From Los Angeles ·  From Chicago ·  From Washington, DC ·  From Boston ·  From San Francisco Bay Area · By travel time ·  Under 2 hours by car ·  2 to 4 hours by car.

The full directory

Every guide, listed by filter

Plain links to every guide in this collection ( Warm-weather winter escapes), grouped the same way as the filters above. A guide appears under every group it fits.

All trips →

Where

Browse by where

North America 27

 United States 23

  New England 2

   Maine 1

    Southern Coast 1

   New Hampshire 1

    Seacoast 1

  Southeast 10

   South Carolina 1

    Lowcountry & Resort Islands (Charleston, Hilton Head) 1

   Georgia 2

    Coastal Georgia 2

   Florida 7

    Northwest Florida (Panhandle) 1

    Northeast Florida 1

    Central West Florida 1

    Southwest Florida 1

    Southeast Florida 2

    Florida Keys 1

  Midwest 1

   Wisconsin 1

    Southeast Wisconsin (Milwaukee & Lake Geneva) 1

  Mountain West 2

   Nevada 1

   Idaho 1

    Central Idaho Mountains 1

  Pacific Coast 6

   Washington 1

   Oregon 1

   California 6

    San Francisco Bay Area 1

    High Sierra 1

    Central Coast 1

    San Diego County 1

  Alaska & Hawaii 3

   Hawaii 3

    Oʻahu 2

    Maui 1

 Mexico & Central America 1

  Mexico 1

   Yucatán Peninsula & Riviera Maya 1

 Caribbean 3

  Puerto Rico 1

  St. Maarten 1

  US Virgin Islands 1

South America 1

 Colombia & the Caribbean coast 1

  Colombia 1

Oceania 1

 Australia & New Zealand 1

  New Zealand 1

By place type 8

 Lake towns 3

 Harbor & fishing villages 2

 Island towns 2

 Glacier & fjord country 1

Who's going

Browse by who's going

Friends 3

 Girls' trip 1

 Friend getaways 2

Solo travel 1

 Solo trip in the US 1

Families 14

 With teens 5

 With little kids (under 6) 8

 With school-age kids (6–12) 4

 Family trip for all ages 2

 First trip abroad with kids 1

Couples 12

 Romantic city breaks 1

 Beach & island escapes for two 11

 Mountain & ski escapes for two 2

 Adventure trip for couples 5

 Food & wine getaways for two 1

 Slow road & rail trip for two 3

Multigenerational 2

 Grandparents & grandkids 1

 Three generations together 1

When

Browse by when

Winter 29

 December 28

 January 28

 February 28

 Warm-weather winter escapes 29

Spring 23

 March 23

 April 20

 May 3

Summer 3

 June 3

 July 3

 August 3

Fall 12

 September 3

 October 6

 November 11

Holidays 1

 Christmas & holiday lights 1

Seasonal events 2

 Spring break 2

Trip type

Browse by trip type

Festivals & events 1

National parks & wild places 13

 Wildlife watching & birding 7

 Mountain & alpine parks 1

 Coastal & island parks 4

 Forests, rainforests, caves & wetlands 2

Road trip 19

 Road trip abroad 1

 Coastal drives 18

Active & adventure trip 6

 Paddling, kayaking & rafting 4

 Hiking & backpacking 1

 Multi-sport adventure trip 1

City trip & culture 5

 Theme parks & family attractions 1

 Museums: art, science & history 1

 Architecture & design 1

 Big cities 1

 Smaller cities 3

Scenic train rides 3

 Long-distance rail journeys 1

 Car-free trip by train 2

Mountain getaways & ski 4

 Ski trip 1

 Snowy escapes without skiing 1

 Summer mountain towns 1

 Alps, highlands & big ranges abroad 1

Spa, cruise & splurge trip 1

 Spas & hot springs 1

 Slow, restful trip 1

History & culture 15

 Lighthouses, forts & sea history 5

 Castles & old towns 1

 Mansions & grand estates 1

 Ancient sites & ruins 1

 Civil War sites 2

 Historic small towns & covered bridges 7

 Colonial & Revolutionary history 3

Beach vacations & islands 29

 Snorkeling & diving 8

 Beach towns 8

 Island hopping 2

 Tropical islands & the Caribbean 12

 Rugged coastlines 3

 Surf towns 1

Food & wine trip 9

 Breweries & distilleries 1

 Seafood & coastal eating 3

 Wine country 1

 Food cities (US & Canada) 2

 Regional American food 2

  Southern, Cajun & Creole cooking 2

 Eating your way abroad 1

  Mexican food 1

Bucket-list trip 1

By departure city 5

 From Chicago 1

 From Boston 2

 From San Francisco Bay Area 2

By travel time 4

 Under 2 hours by car 4

How long

Browse by how long

Weekend (2-3 days) 8

Long weekend (4-5 days) 16

About a week (6-8 days) 5

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