Bags Fly Free

Bags Fly FREE*!

CHECKED BAG FEE COMPARISON CHART
SOUTHWEST AIRLINES
VACATIONS
"THE OTHER GUYS"
1ST BAG FREE up to $20/one way
2ND BAG + FREE + up to $30/one way

2 BAGS FREE up to $100/roundtrip
Source: farecompare.com
*Per person, based on competitive roundtrip bag fees for two checked bags.
First and second checked bags are free. Baggage weight and size limits apply.


In addition to what you'll save with two FREE checked bags, we have great deals on our vacation packages! Some are listed below, and those sample prices listed for packages include:

  • Roundtrip flight via Southwest Airlines® 
  • Hotel accommodations & hotel taxes
  • Rapid Rewards® credit on flight portion 
  • 24-hour traveler assistance

Prices are per person based on double occupancy and do not include a $3.60 federal excise tax per takeoff and landing, airport taxes of up to $18 roundtrip per person, and a federal September 11th Security Fee of up to $10 roundtrip per person. Packages must be booked at least five days prior to departure before 6 pm Central Time.

Sample pricing below. All origins and hotels are also on sale!
Customize your sale package now using the Create Your Vacation tool on the right.
Need assistance? Call us at 1-800-243-8372.
  
Boston
from Austin The Fairmont Copley Plaza Boston
The Fairmont Copley Plaza Boston - Hotel Rating

from $148
per person per night

Flight & 4 nights hotel. Kids Stay FREE! This hotel has been a landmark of elegance since its gala opening in 1912. Standing a stately seven stories in Boston's historic Back Bay, and a convenient location adjacent to the park of Copley Square. Book 11/20/09 - 12/3/09 by 6pm CT

from Columbus The Fairmont Copley Plaza Boston
The Fairmont Copley Plaza Boston - Hotel Rating

from $124
per person per night

Flight & 4 nights hotel. Kids Stay FREE! This hotel has been a landmark of elegance since its gala opening in 1912. Standing a stately seven stories in Boston's historic Back Bay, and a convenient location adjacent to the park of Copley Square. Book 11/20/09 - 12/3/09 by 6pm CT

from Columbus Sheraton Boston Hotel
Sheraton Boston Hotel - Hotel Rating

from $144
per person per night

Flight & 4 nights hotel. Reduced rates, and kids stay FREE! Enjoy spectacular views of Boston while staying at this hotel that is located just steps away from galleries, boutiques, museums, theaters and fine dining.  Book 11/20/09 - 12/25/09 by 6pm CT

from Milwaukee The Boston Park Plaza Hotel
The Boston Park Plaza Hotel - Hotel Rating

from $129
per person per night

Flight & 4 nights hotel. Reduced rates, and kids stay FREE at this hotel that is a member of the “Historic Hotels of America.”  Book 11/20/09 - 12/25/09 by 6pm CT

from Raleigh/Durham Sheraton Boston Hotel
Sheraton Boston Hotel - Hotel Rating

from $140
per person per night

Flight & 4 nights hotel. Reduced rates, and kids stay FREE! Enjoy spectacular views of Boston while staying at this hotel that is located just steps away from galleries, boutiques, museums, theaters and fine dining.  Book 11/20/09 - 12/25/09 by 6pm CT

from Washington D.C. (Dulles) The Boston Park Plaza Hotel
The Boston Park Plaza Hotel - Hotel Rating

from $188
per person per night

Flight & 4 nights hotel. Reduced rates, and kids stay FREE at this hotel that is a member of the “Historic Hotels of America.”  Book 11/20/09 - 12/25/09 by 6pm CT

Packages must be booked at least five days prior to departure before 6 pm Central Time. Prices are per person based on double occupancy unless otherwise noted and do not include a federal excise tax of $3.60 per takeoff and landing, airport taxes of up to $18 roundtrip per person, or a federal September 11th Security Fee of up to $10 roundtrip per person.
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Miami
from Baltimore/Washington DC (BWI) Holiday Inn Miami Beach Oceanfront
Holiday Inn Miami Beach Oceanfront - Hotel Rating

from $107
per person per night

Flight & 5 nights hotel. Receive the 5th night FREE, and kids stay FREE! Fronting the Miami Beach Boardwalk, this classic oceanfront resort has an appealing and tropical setting.  Book 11/20/09 - 12/3/09 by 6pm CT

from Hartford The Shore Club
The Shore Club - Hotel Rating

from $260
per person per night

Flight & 2 nights hotel. Reduced rates and kids stay FREE! This hotel in South Beach features a landmarked Art Deco lobby conceived as a calming transition to the labyrinth of gardens with secret passageways and alcoves. Book 11/20/09 - 12/3/09 by 6pm CT

from Milwaukee Holiday Inn Miami Beach Oceanfront
Holiday Inn Miami Beach Oceanfront - Hotel Rating

from $102
per person per night

Flight & 5 nights hotel. Receive the 5th night FREE, and kids stay FREE! Fronting the Miami Beach Boardwalk, this classic oceanfront resort has an appealing and tropical setting.  Book 11/20/09 - 12/3/09 by 6pm CT

from Milwaukee The Shore Club
The Shore Club - Hotel Rating

from $248
per person per night

Flight & 2 nights hotel. Reduced rates and kids stay FREE! This hotel in South Beach features a landmarked Art Deco lobby conceived as a calming transition to the labyrinth of gardens with secret passageways and alcoves. Book 11/20/09 - 12/3/09 by 6pm CT

from Nashville Four Points Sheraton Miami Beach
Four Points Sheraton Miami Beach - Hotel Rating

from $103
per person per night

Flight & 5 nights hotel. Receive the 5th night FREE, and kids stay FREE! Fronting the Miami Beach Boardwalk, this classic oceanfront resort has an appealing and tropical setting.  Book 11/20/09 - 12/3/09 by 6pm CT

from New Orleans Four Points Sheraton Miami Beach
Four Points Sheraton Miami Beach - Hotel Rating

from $93
per person per night

Flight & 5 nights hotel. Receive the 5th night FREE, and kids stay FREE! Fronting the Miami Beach Boardwalk, this classic oceanfront resort has an appealing and tropical setting.  Book 11/20/09 - 12/3/09 by 6pm CT

Packages must be booked at least five days prior to departure before 6 pm Central Time. Prices are per person based on double occupancy unless otherwise noted and do not include a federal excise tax of $3.60 per takeoff and landing, airport taxes of up to $18 roundtrip per person, or a federal September 11th Security Fee of up to $10 roundtrip per person.
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Palm Springs
from Portland The Westin Mission Hills Resort & Spa
The Westin Mission Hills Resort & Spa - Hotel Rating

from $201
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

from San Jose The Westin Mission Hills Resort & Spa
The Westin Mission Hills Resort & Spa - Hotel Rating

from $154
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

Packages must be booked at least five days prior to departure before 6 pm Central Time. Prices are per person based on double occupancy unless otherwise noted and do not include a federal excise tax of $3.60 per takeoff and landing, airport taxes of up to $18 roundtrip per person, or a federal September 11th Security Fee of up to $10 roundtrip per person.
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Phoenix/Scottsdale
from Oklahoma City Pointe Hilton Tapatio Cliffs Resort
Pointe Hilton Tapatio Cliffs Resort - Hotel Rating

from $173
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 10/23/09 - 11/12/09 by 6pm CT

from St. Louis Pointe Hilton Tapatio Cliffs Resort
Pointe Hilton Tapatio Cliffs Resort - Hotel Rating

from $173
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 10/23/09 - 11/12/09 by 6pm CT

Packages must be booked at least five days prior to departure before 6 pm Central Time. Prices are per person based on double occupancy unless otherwise noted and do not include a federal excise tax of $3.60 per takeoff and landing, airport taxes of up to $18 roundtrip per person, or a federal September 11th Security Fee of up to $10 roundtrip per person.
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San Antonio
from Hartford The Westin La Cantera Resort
The Westin La Cantera Resort - Hotel Rating

from $192
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

from Philadelphia The Westin Riverwalk
The Westin Riverwalk - Hotel Rating

from $176
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

from Tampa Bay The Westin Riverwalk
The Westin Riverwalk - Hotel Rating

from $180
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

from Washington D.C. (Dulles) The Westin La Cantera Resort
The Westin La Cantera Resort - Hotel Rating

from $157
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

Packages must be booked at least five days prior to departure before 6 pm Central Time. Prices are per person based on double occupancy unless otherwise noted and do not include a federal excise tax of $3.60 per takeoff and landing, airport taxes of up to $18 roundtrip per person, or a federal September 11th Security Fee of up to $10 roundtrip per person.
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San Diego
from Austin Humphrey's Half Moon Inn & Suites
Humphrey's Half Moon Inn & Suites - Hotel Rating

from $126
per person per night

Flight & 3 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

from Kansas City Humphrey's Half Moon Inn & Suites
Humphrey's Half Moon Inn & Suites - Hotel Rating

from $143
per person per night

Flight & 3 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

from Sacramento Hyatt Regency Mission Bay Spa and Marina
Hyatt Regency Mission Bay Spa and Marina - Hotel Rating

from $98
per person per night

Flight & 3 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

from Salt Lake City Hyatt Regency Mission Bay Spa and Marina
Hyatt Regency Mission Bay Spa and Marina - Hotel Rating

from $126
per person per night

Flight & 3 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

Packages must be booked at least five days prior to departure before 6 pm Central Time. Prices are per person based on double occupancy unless otherwise noted and do not include a federal excise tax of $3.60 per takeoff and landing, airport taxes of up to $18 roundtrip per person, or a federal September 11th Security Fee of up to $10 roundtrip per person.
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Seattle
from Buffalo The Edgewater
The Edgewater - Hotel Rating

from $256
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

from Denver The Edgewater
The Edgewater - Hotel Rating

from $195
per person per night

Flight & 2 nights hotel. Last Minute Savings! Book 11/20/09 - 11/26/09 by 6pm CT

Packages must be booked at least five days prior to departure before 6 pm Central Time. Prices are per person based on double occupancy unless otherwise noted and do not include a federal excise tax of $3.60 per takeoff and landing, airport taxes of up to $18 roundtrip per person, or a federal September 11th Security Fee of up to $10 roundtrip per person.
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Orlando
from Albany Universal's Royal Pacific Resort, A Loews Hotel
Universal's Royal Pacific Resort, A Loews Hotel - Hotel Rating

from $105
per person per night

Price includes flight, 7 night's hotel & exclusive $200 per reservation savings. Book 9/28/09 - 12/3/09 by 6pm CT

from Chicago (Midway) Sheraton's Vistana Villages on I-Drive
Sheraton's Vistana Villages on I-Drive - Hotel Rating

from $83
per person per night

Price includes flight, 7 night's hotel & exclusive $200 per reservation savings. Book 9/28/09 - 12/3/09 by 6pm CT

from Hartford Buena Vista Suites at the Caribe
Buena Vista Suites at the Caribe - Hotel Rating

from $85
per person per night

Price includes flight, 7 night's hotel & exclusive $200 per reservation savings. Book 9/28/09 - 12/3/09 by 6pm CT

from Milwaukee Caribe Royale Resort Suites
Caribe Royale Resort Suites - Hotel Rating

from $94
per person per night

Price includes flight, 7 night's hotel & exclusive $200 per reservation savings. Book 9/28/09 - 12/3/09 by 6pm CT

from Omaha Caribe Royale Resort Suites
Caribe Royale Resort Suites - Hotel Rating

from $96
per person per night

Price includes flight, 7 night's hotel & exclusive $200 per reservation savings. Book 9/28/09 - 12/3/09 by 6pm CT

from Providence Sheraton's Vistana Villages on I-Drive
Sheraton's Vistana Villages on I-Drive - Hotel Rating

from $77
per person per night

Price includes flight, 7 night's hotel & exclusive $200 per reservation savings. Book 9/28/09 - 12/3/09 by 6pm CT

from St. Louis Universal's Royal Pacific Resort, A Loews Hotel
Universal's Royal Pacific Resort, A Loews Hotel - Hotel Rating

from $106
per person per night

Price includes flight, 7 night's hotel & exclusive $200 per reservation savings. Book 9/28/09 - 12/3/09 by 6pm CT

from Washington D.C. (Dulles) Buena Vista Suites at the Caribe
Buena Vista Suites at the Caribe - Hotel Rating

from $80
per person per night

Price includes flight, 7 night's hotel & exclusive $200 per reservation savings. Book 9/28/09 - 12/3/09 by 6pm CT

Packages must be booked at least five days prior to departure before 6 pm Central Time. Prices are per person based on double occupancy unless otherwise noted and do not include a federal excise tax of $3.60 per takeoff and landing, airport taxes of up to $18 roundtrip per person, or a federal September 11th Security Fee of up to $10 roundtrip per person.
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The following also applies:
  • Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods.
  • Flight and hotel rates may vary by day of week.
  • Surcharges may apply to weekends, holidays, and convention periods.
  • Flights available on Southwest-operated, published, scheduled service only.
  • Rates may be subject to change until purchased.
  • All Rapid Rewards rules and regulations apply.
  • Discounts are valid per reservation before taxes are applied.
  • Restrictions apply.

The Mark Travel Corporation is the tour operator for Southwest Airlines Vacations.



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Now accepting reservations through 5/7/10.

Now accepting reservations through 12/31/2010.

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