Who's going

Romantic city breaks trips

Planned for romantic city breaks: day-by-day pacing, rest stops and room in the day set for who's coming. Filter by where and when to narrow it down.

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 ( Romantic city breaks), grouped the same way as the filters above. A guide appears under every group it fits.

All trips →

Where

Browse by where

North America 22

 United States 18

  New England 2

   Massachusetts 1

    Boston 1

   Rhode Island 1

    Providence 1

  Mid-Atlantic 2

   New York 1

    New York City 1

   Washington, DC 1

    National Mall & Downtown 1

  Southeast 7

   Virginia 1

    Northern Virginia 1

   South Carolina 2

    Lowcountry & Resort Islands (Charleston, Hilton Head) 1

    The Upcountry (Greenville) 1

   Georgia 1

    Coastal Georgia 1

   Tennessee 2

    Memphis & West Tennessee 1

    Nashville & Middle Tennessee 1

   Louisiana 1

    Greater New Orleans 1

  Midwest 1

   Illinois 1

    Chicago 1

  Mountain West 3

   Colorado 1

    Denver Area 1

   Nevada 1

    Las Vegas Territory 1

   Montana 1

    Glacier Country 1

  Pacific Coast 3

   Washington 1

    Puget Sound & Islands 1

    Mount Rainier & South Cascades 1

   California 2

    San Francisco Bay Area 1

    Central Coast 1

    Deserts 1

 Canada 2

  Central Canada 2

   Quebec 2

    Montréal 1

    Québec City 1

 Mexico & Central America 2

  Mexico 2

   Mexico City & Central 1

   Bajío & Colonial Cities 1

Europe 4

 Western Europe 1

  France 1

   Paris & Île-de-France 1

 Central Europe 1

  Hungary 1

 Southern Europe & Mediterranean 1

  Croatia 1

 Nordics & Iceland 1

  Sweden 1

Asia & Middle East 1

 East Asia 1

  Japan 1

   Kyoto, Osaka & Kansai 1

By place type 3

 College towns 2

 Wetlands & bayou country 1

Who's going

Browse by who's going

Families 2

 With teens 1

 With little kids (under 6) 2

 With school-age kids (6–12) 1

 First trip abroad with kids 1

Couples 27

 Romantic city breaks 27

When

Browse by when

Winter 10

 December 9

 January 6

 February 6

 Warm-weather winter escapes 1

Spring 17

 March 11

 April 14

 May 11

Summer 8

 June 8

 July 4

 August 4

Fall 24

 September 12

 October 17

 November 16

Holidays 3

 Christmas & holiday lights 2

 Christmas markets 3

Seasonal events 2

 Cherry blossoms & spring flowers 1

  Cherry blossoms in Japan 1

  DC Cherry Blossom Festival 1

 Fall foliage 1

Signature events 1

 Mardi Gras & Carnival 1

Trip type

Browse by trip type

Festivals & events 5

 Cultural festivals & parades 1

National parks & wild places 6

 Waterfalls & gorges 1

 Stargazing & northern lights 3

 Desert & canyon parks 1

 Mountain & alpine parks 1

Road trip 2

 Coastal drives 2

  Pacific Coast Highway 1

Active & adventure trip 4

 Paddling, kayaking & rafting 1

 Hiking & backpacking 4

 Biking & rail-trails 1

City trip & culture 27

 Live music & nightlife 5

 Museums: art, science & history 8

 Architecture & design 2

 Theater & performing arts 1

 Big cities 13

 Smaller cities 11

 Cities near the outdoors 6

Scenic train rides 1

 Rail journeys abroad 1

Mountain getaways & ski 3

 Summer mountain towns 1

Spa, cruise & splurge trip 3

 Spas & hot springs 1

 Splurge trip 1

 Slow, restful trip 2

History & culture 18

 Castles & old towns 4

 Mansions & grand estates 1

 Civil War sites 1

 Historic small towns & covered bridges 8

 Civil rights & Black history 1

 Colonial & Revolutionary history 3

Beach vacations & islands 6

 Tropical islands & the Caribbean 2

 Mediterranean coasts & islands 1

 Rugged coastlines 1

Food & wine trip 19

 Markets, street food & food halls 3

 Breweries & distilleries 2

 Fine-dining splurges 3

 Food cities (US & Canada) 8

 Regional American food 5

  Barbecue trails 1

  Southern, Cajun & Creole cooking 4

 Eating your way abroad 5

  Japanese food 1

  Mexican food 2

  French food 1

  Central European food 1

How long

Browse by how long

Weekend (2-3 days) 8

Long weekend (4-5 days) 12

About a week (6-8 days) 7

More like this

CouplesBeach & island escapes for twoMountain & ski escapes for twoAdventure trips for couplesFood & wine getaways for twoSlow road & rail trips for two