Spontaneous.travel

Cheapest trips from Boston

27 destinations. Each price uses the nights and dates shown, with a private room, daily spending and a 10% planning allowance.

Totals are for one traveller. Prices updated 1 min ago. Fetch time is separate from when each fare was found.

Top 10 trips by cost per night

4–7 nights, with 7 preferred when prices are close. Ranked by whole-trip cost per night.

Guadalajara

Guadalajara

Mexico · Latin America

Mexico's cultural capital — birthplace of tequila, mariachi, and the iconic torta ahogada.

6 nights · Thu 26 Nov–Wed 2 Dec

About $1,166

Total for one

$194 per night · whole trip

Recent fare

Price breakdown
Return flight
$363
Private room · estimate · 6 nights
$304
Daily spending · estimate · 7 days
$393
10% planning allowance
$106

Local transport is in daily spending. Airport transfers are extra.

View trip →

Indianapolis

United States · North America

Racing capital with the Indianapolis Motor Speedway, a walkable downtown, and a surprisingly strong food scene.

7 nights · Tue 8 Dec–Tue 15 Dec

About $1,739

Total for one

$248 per night · whole trip

Recent fare

Price breakdown
Return flight
$181
Private room · estimate · 7 nights
$590
Daily spending · estimate · 8 days
$809
10% planning allowance
$158

Local transport is in daily spending. Airport transfers are extra.

View trip →

Fort Lauderdale

United States · North America

Venice of America with yacht-filled canals, Fort Lauderdale Beach, and a launching point for the Bahamas.

7 nights · Sat 5 Dec–Sat 12 Dec

About $1,755

Total for one

$251 per night · whole trip

Recent fare

Price breakdown
Return flight
$196
Private room · estimate · 7 nights
$590
Daily spending · estimate · 8 days
$809
10% planning allowance
$160

Local transport is in daily spending. Airport transfers are extra.

View trip →

Dallas

United States · North America

Metroplex hub with the JFK memorial, Fort Worth stockyards, and Texas-sized BBQ and Tex-Mex culture.

7 nights · Wed 30 Dec–Wed 6 Jan

About $1,757

Total for one

$251 per night · whole trip

Recent fare

Price breakdown
Return flight
$198
Private room · estimate · 7 nights
$590
Daily spending · estimate · 8 days
$809
10% planning allowance
$160

Local transport is in daily spending. Airport transfers are extra.

View trip →

Raleigh

United States · North America

Research Triangle hub with a thriving food hall scene, outdoor concert venues, and easy mountain escapes.

5 nights · Tue 10 Nov–Sun 15 Nov

About $1,399

Total for one

$280 per night · whole trip

Recent fare

Price breakdown
Return flight
$243
Private room · estimate · 5 nights
$422
Daily spending · estimate · 6 days
$607
10% planning allowance
$127

Local transport is in daily spending. Airport transfers are extra.

View trip →
Cancun

Cancun

Mexico · Latin America

Caribbean turquoise waters, Mayan ruins at Tulum and Chichén Itzá, and all-inclusive resort paradise.

5 nights · Sat 26 Dec–Thu 31 Dec

About $1,407

Total for one

$281 per night · whole trip

Recent fare

Price breakdown
Return flight
$436
Private room · estimate · 5 nights
$506
Daily spending · estimate · 6 days
$337
10% planning allowance
$128

Local transport is in daily spending. Airport transfers are extra.

View trip →

Nashville

United States · North America

Music City — honky-tonk bars on Broadway, the Ryman Auditorium, and hot chicken that will change your life.

6 nights · Tue 24 Nov–Mon 30 Nov

About $1,708

Total for one

$285 per night · whole trip

Recent fare

Price breakdown
Return flight
$338
Private room · estimate · 6 nights
$506
Daily spending · estimate · 7 days
$708
10% planning allowance
$155

Local transport is in daily spending. Airport transfers are extra.

View trip →
Denver

Denver

United States · North America

Mile High City with craft breweries, Rocky Mountain National Park access, and a thriving arts district.

5 nights · Sat 31 Oct–Thu 5 Nov

About $1,456

Total for one

$291 per night · whole trip

Recent fare

Price breakdown
Return flight
$295
Private room · estimate · 5 nights
$422
Daily spending · estimate · 6 days
$607
10% planning allowance
$132

Local transport is in daily spending. Airport transfers are extra.

View trip →
Ponta Delgada

Ponta Delgada

Portugal · Southern Europe

Azores gateway with volcanic crater lakes, hot springs, whale watching, and lush green landscapes.

7 nights · Mon 23 Nov–Mon 30 Nov

About $2,068

Total for one

$295 per night · whole trip

Recent fare

Price breakdown
Return flight
$559
Private room · estimate · 7 nights
$511
Daily spending · estimate · 8 days
$809
10% planning allowance
$188

Local transport is in daily spending. Airport transfers are extra.

View trip →

Phoenix

United States · North America

Desert metropolis with Camelback Mountain hikes, cowboy heritage, and resort pools under endless sunshine.

6 nights · Thu 17 Dec–Wed 23 Dec

About $1,815

Total for one

$303 per night · whole trip

Recent fare

Price breakdown
Return flight
$436
Private room · estimate · 6 nights
$506
Daily spending · estimate · 7 days
$708
10% planning allowance
$165

Local transport is in daily spending. Airport transfers are extra.

View trip →

More destinations from Boston

Latin America 1 destinations

Montevideo

Montevideo

Uruguay · Latin America

Laid-back capital on the River Plate with steak parrillas, Mercado del Puerto, and Uruguayan mate culture.

5 nights · Sun 15 Nov–Fri 20 Nov

About $1,914

Total for one

$383 per night · whole trip

Recent fare

Price breakdown
Return flight
$1,122
Private room · estimate · 5 nights
$281
Daily spending · estimate · 6 days
$337
10% planning allowance
$174

Local transport is in daily spending. Airport transfers are extra.

View trip →

Middle East 1 destinations

Dubai

Dubai

UAE · Middle East

Superlative city of the world's tallest building, luxury malls, desert safaris, and beach clubs.

4 nights · Thu 26 Nov–Mon 30 Nov

About $2,151

Total for one

$538 per night · whole trip

Recent fare

Price breakdown
Return flight
$848
Private room · estimate · 4 nights
$405
Daily spending · estimate · 5 days
$703
10% planning allowance
$196

Local transport is in daily spending. Airport transfers are extra.

View trip →

North America 4 destinations

San Diego

United States · North America

America’s Finest City with Balboa Park, La Jolla coves, Mexican border culture, and perfect weather.

4 nights · Thu 29 Oct–Mon 2 Nov

About $1,228

Total for one

$307 per night · whole trip

Recent fare

Price breakdown
Return flight
$273
Private room · estimate · 4 nights
$337
Daily spending · estimate · 5 days
$506
10% planning allowance
$112

Local transport is in daily spending. Airport transfers are extra.

View trip →

Charleston

United States · North America

Antebellum charm with Rainbow Row, Lowcountry cuisine, and nearby plantations and marshlands.

4 nights · Wed 4 Nov–Sun 8 Nov

About $1,374

Total for one

$343 per night · whole trip

Recent fare

Price breakdown
Return flight
$406
Private room · estimate · 4 nights
$337
Daily spending · estimate · 5 days
$506
10% planning allowance
$125

Local transport is in daily spending. Airport transfers are extra.

View trip →

New Orleans

United States · North America

The Big Easy — French Quarter jazz, Creole cuisine, voodoo history, and nonstop festival energy.

4 nights · Thu 26 Nov–Mon 30 Nov

About $1,430

Total for one

$357 per night · whole trip

Recent fare

Price breakdown
Return flight
$456
Private room · estimate · 4 nights
$337
Daily spending · estimate · 5 days
$506
10% planning allowance
$130

Local transport is in daily spending. Airport transfers are extra.

View trip →
New York

New York

United States · North America

The city that never sleeps — Broadway, Central Park, world cuisine, and iconic skyline.

6 nights · Sun 15 Nov–Sat 21 Nov

About $2,701

Total for one

$450 per night · whole trip

Recent fare

Price breakdown
Return flight
$257
Private room · estimate · 6 nights
$1,214
Daily spending · estimate · 7 days
$984
10% planning allowance
$246

Local transport is in daily spending. Airport transfers are extra.

View trip →

Northern Europe 1 destinations

London

London

United Kingdom · Northern Europe

Royal palaces, West End theater, world-class museums (free!), and a global food scene.

7 nights · Tue 10 Nov–Tue 17 Nov

About $2,886

Total for one

$412 per night · whole trip

Recent fare

Price breakdown
Return flight
$477
Private room · estimate · 7 nights
$1,023
Daily spending · estimate · 8 days
$1,124
10% planning allowance
$262

Local transport is in daily spending. Airport transfers are extra.

View trip →

Southeast Asia 1 destinations

Bangkok

Bangkok

Thailand · Southeast Asia

Street food capital with ornate temples, bustling night markets, and world-class Thai cuisine at unbeatable prices.

5 nights · Mon 16 Nov–Sat 21 Nov

About $1,702

Total for one

$340 per night · whole trip

Recent fare

Price breakdown
Return flight
$1,148
Private room · estimate · 5 nights
$197
Daily spending · estimate · 6 days
$202
10% planning allowance
$155

Local transport is in daily spending. Airport transfers are extra.

View trip →

Southern Europe 4 destinations

Lisbon

Lisbon

Portugal · Southern Europe

Pastel-colored hills, vintage trams, world-class pastéis de nata, and a thriving creative scene.

6 nights · Tue 22 Dec–Mon 28 Dec

About $1,901

Total for one

$317 per night · whole trip

Recent fare

Price breakdown
Return flight
$862
Private room · estimate · 6 nights
$472
Daily spending · estimate · 7 days
$393
10% planning allowance
$173

Local transport is in daily spending. Airport transfers are extra.

View trip →
Seville

Seville

Spain · Southern Europe

Flamenco heartland with the Real Alcázar, Plaza de España, orange-tree-lined streets, and the best tapas in Spain.

6 nights · Tue 17 Nov–Mon 23 Nov

About $1,911

Total for one

$318 per night · whole trip

Recent fare

Price breakdown
Return flight
$523
Private room · estimate · 6 nights
$506
Daily spending · estimate · 7 days
$708
10% planning allowance
$174

Local transport is in daily spending. Airport transfers are extra.

View trip →
Barcelona

Barcelona

Spain · Southern Europe

Gaudí's masterpieces, Mediterranean beaches, tapas bars, and a vibrant nightlife on Las Ramblas.

6 nights · Tue 17 Nov–Mon 23 Nov

About $2,108

Total for one

$351 per night · whole trip

Recent fare

Price breakdown
Return flight
$534
Private room · estimate · 6 nights
$675
Daily spending · estimate · 7 days
$708
10% planning allowance
$192

Local transport is in daily spending. Airport transfers are extra.

View trip →
Tirana

Tirana

Albania · Southern Europe

Colorful, chaotic, and full of surprises — Albania's fast-changing capital with Bunk'Art, great food, and mountain day trips.

5 nights · Wed 4 Nov–Mon 9 Nov

About $1,864

Total for one

$373 per night · whole trip

Recent fare

Price breakdown
Return flight
$666
Private room · estimate · 5 nights
$422
Daily spending · estimate · 6 days
$607
10% planning allowance
$169

Local transport is in daily spending. Airport transfers are extra.

View trip →

Western Europe 5 destinations

Paris

Paris

France · Western Europe

The City of Light — Eiffel Tower, Louvre, café terraces, and patisseries on every corner.

7 nights · Tue 17 Nov–Tue 24 Nov

About $2,951

Total for one

$422 per night · whole trip

Recent fare

Price breakdown
Return flight
$614
Private room · estimate · 7 nights
$944
Daily spending · estimate · 8 days
$1,124
10% planning allowance
$268

Local transport is in daily spending. Airport transfers are extra.

View trip →
Luxembourg City

Luxembourg City

Luxembourg · Western Europe

Tiny grand duchy capital with dramatic Bock Casemates, Kirchberg's EU institutions, and Michelin-starred dining.

7 nights · Sun 1 Nov–Sun 8 Nov

About $3,064

Total for one

$438 per night · whole trip

Recent fare

Price breakdown
Return flight
$772
Private room · estimate · 7 nights
$889
Daily spending · estimate · 8 days
$1,124
10% planning allowance
$279

Local transport is in daily spending. Airport transfers are extra.

View trip →
Amsterdam

Amsterdam

Netherlands · Western Europe

Canal-laced city of Rembrandt, cycling culture, creative neighborhoods, and infamous nightlife.

4 nights · Thu 3 Dec–Mon 7 Dec

About $1,847

Total for one

$462 per night · whole trip

Recent fare

Price breakdown
Return flight
$634
Private room · estimate · 4 nights
$540
Daily spending · estimate · 5 days
$506
10% planning allowance
$168

Local transport is in daily spending. Airport transfers are extra.

View trip →
Lyon

Lyon

France · Western Europe

France's gastronomic capital with bouchon restaurants, Renaissance old town, and Beaujolais nearby.

4 nights · Wed 28 Oct–Sun 1 Nov

About $1,942

Total for one

$485 per night · whole trip

Recent fare

Price breakdown
Return flight
$922
Private room · estimate · 4 nights
$337
Daily spending · estimate · 5 days
$506
10% planning allowance
$177

Local transport is in daily spending. Airport transfers are extra.

View trip →
Zurich

Zurich

Switzerland · Western Europe

Pristine lakeside city with world-class chocolate, Swiss efficiency, and Alpine day trips.

7 nights · Tue 22 Dec–Tue 29 Dec

About $4,332

Total for one

$619 per night · whole trip

Recent fare

Price breakdown
Return flight
$1,150
Private room · estimate · 7 nights
$1,259
Daily spending · estimate · 8 days
$1,529
10% planning allowance
$394

Local transport is in daily spending. Airport transfers are extra.

View trip →

Ready to search?

Enter your budget and dates to discover destinations within reach of Boston. These page-level fare estimates are a starting point — always confirm the final price before booking.

Search Flights →

Flights from other cities in North America

Popular departure cities