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Key West Tours & Trips

Key West Tours & Trips

Find the right tour for you through Key West. We've got 13 tours going to Key West, starting from just 3 days in length, and the longest tour is 75 days. The most popular month to go is January, which has the most number of tour departures.

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Fall Season Sale

PSL season is so last year - ditch the pumpkin spice and go travelling instead! TourRadar is making it easier than ever with big savings on select tours.

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The Fall Season Sale starts on Tuesday 12th of November 2019 at 8:00AM in Auckland NZST and ends on Sunday 17th of November 2019 at 11:59PM in San Francisco PDT. Unlock this saving with your personal email address and full name. Once unlocked, the saving will be applied automatically to all applicable tour listings and your booking upon check-out. All tours from Adventures Abroad, AmaWaterways, Butterfield & Robinson, Cuban Adventures, Custom Walks, Dragoman, Europamundo, Grasshoper Adventures, Guide to Iceland, Hiking New Zealand, Monkey Adventures, No LImit Adventure, Oasis Overland, Oku Japan, Red Cat Adventures, Salento Bici Tours, SpiceRoads Cycling, Stray Asia, Stray Travel, Sunway Safaris, Wilderness Ireland, Wilderness Scotland, WildlandTrekking, Tucan Travel and Zbulo are excluded from this extra discounted offer. Moreover, bookings made in USD or CAD for tours operated by Cosmos, Globus, U River Cruises, Uniworlds and Monograms, as well as tours booked in USD operated by Contiki, Trafalgar, Insight Vacations and, Luxury Gold, tours booked in NZD and EUR operated by Collette, tours booked in AUD, GBP, EUR and NZD operated by Intrepid, Geckos and Peregrine, tours booked in GBP, EUR and USD by Flying Kiwi and tours booked in GBP by Travel Talk and The Dragon Trip are excluded from this discounted offer. Current sale pricing, promotional codes and other special offers cannot be applied toward prior purchases. Discounts can be applied on top of participating Operators discounts, but cannot be combined with any existing TourRadar discounts (Friends with Benefits, Traveller's Credits, other TourRadar Promo codes). Refunds on item(s) purchased during a sale will be calculated based on the total basket value of the item(s) kept and any discount associated with the revised total amount. TourRadar reserves the right to terminate the advertised sale without notice. For full terms and conditions, please see here.

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Unlock up to $600 off Fall Season Sale Unlock up to $600 in extra savings
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13 Key West holiday packages with 19 reviews

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  • Discover Florida

    8 day self drive tour through Miami, Key West, Naples, Sarasota, Orlando in USA

    Instant Booking
    Flexible payments
    destinations
    Miami, Key West, Naples, Sarasota, Orlando+3 more
    starts/ ends in
    Miami / Miami
    age range
    15 to 80 year olds
    accommodation
    Hotel, Resort
    transport
    Private Vehicle
    Regions
    East Coast USA, Eastern USA, Gulf Of Mexico, Southeast USA, Sun Belt, Florida+5 more
    Travel style
    Discovery, Christmas & New Year+1 more
    operator
    American leisure tours
    Duration
    8 days
    Price per day
    $119
    From
    US$951
    You save: $29
    24 Nov 2019
    10+ spaces left
    1 Dec 2019
    10+ spaces left
    View tour
    More information
  • Miami, Key West, Hollywood and Fort Lauderdale Beaches + Cities, Sawgrass Outlet or Seminole Hard Rock Casino

    3 day day tour through Fort Lauderdale, Key West, Miami in USA

    Instant Booking
    Flexible payments
    destinations
    Fort Lauderdale, Key West, Miami+2 more
    starts/ ends in
    Fort Lauderdale / Miami
    age range
    3 to 99 year olds
    accommodation
    Apartment, Hotel
    transport
    Mini-coach, Coach / Bus, Boat, Private Vehicle+2 more
    Regions
    Eastern USA, Florida
    Travel style
    Christmas & New Year
    operator
    Travel Trans Tours Inc.
    Duration
    3 days
    Price per day
    $102
    From
    US$306
    You save: $9
    19 Nov 2019
    10+ spaces left
    20 Nov 2019
    10+ spaces left
    View tour
    More information
  • Coast To Coast South From New York

    30 day discovery tour through New York City, Philadelphia, Washington DC and 23 other destinations in USA

    Instant Booking
    Flexible payments
    destinations
    New York City, Philadelphia, Washington DC, Charleston, St Augustine, Miami, Florida Keys, Key West, Everglades, Orlando, Panama City, New Orleans, San Antonio, Carlsbad Caverns National Park, Santa Fe, Mesa Verde National Park, Colorado Rockies, Arches NP, Monument Valley, Grand Canyon, Lake Powell, Bryce Canyon National Park, Zion National Park, Las Vegas, San Diego, Los Angeles+25 more
    starts/ ends in
    New York City / Los Angeles
    age range
    18 to 38 year olds
    accommodation
    Hotel, Camping, Lodge
    transport
    Private Vehicle
    Travel style
    Adventure
    operator
    Trek America
    Duration
    30 days
    Price per day
    $164
    From
    US$4,917
    You save: $152
    17 May 2020
    8 spaces left
    11 Jun 2020
    10+ spaces left
    View tour
    More information
  • Best USA Vacations 2019/2020: Parks, Cities and more
    Best USA Vacations 2019/2020: Parks, Cities and more

    Prepare for an adventure in this stunning destination with our travel guide.

  • Turquoise Caribbean Seas

    8 day ocean cruise tour through Miami, Key West, Belize City, Cozumel, Merida in 3 different countries

    Flexible payments
    destinations
    USA, Belize, Mexico
    starts/ ends in
    Miami / Miami
    age range
    18 to 90 year olds
    accommodation
    Berth / Cabin
    Ship
    Viking Sky
    Travel style
    Discovery
    operator
    Viking Cruises
    Duration
    8 days
    Price per day
    $378
    From
    US$3,024
    You save: $94
    10 Jan 2020
    10+ spaces left
    17 Jan 2020
    10+ spaces left
    View tour
    More information
  • Coast To Coast South From Los Angeles

    30 day discovery tour through Los Angeles, San Diego, Las Vegas and 22 other destinations in USA

    Flexible payments
    destinations
    Los Angeles, San Diego, Las Vegas, Zion National Park, Bryce Canyon National Park, Lake Powell, Grand Canyon, Monument Valley, Arches NP, Colorado Rockies, Mesa Verde National Park, Santa Fe, Carlsbad Caverns National Park, San Antonio, New Orleans, Panama City, Orlando, Florida Keys, Key West, Miami, St. Augustine, Charleston, Washington DC, Philadelphia, New York City+24 more
    starts/ ends in
    Los Angeles / New York City
    age range
    18 to 38 year olds
    accommodation
    Hotel, Camping, Lodge
    transport
    Private Vehicle
    operator
    Trek America
    Duration
    30 days
    Price per day
    $152
    From
    US$4,558
    You save: $141
    15 May 2020
    10+ spaces left
    18 Aug 2020
    10 spaces left
    View tour
    More information
  • 5-Days South Florida Sightseeing Guided Tour (Start/End in Miami, including airport, port pick up/drop off)

    5 day in-depth cultural tour through Miami, Everglades, Key West and 4 other destinations in USA

    Instant Booking
    Flexible payments
    destinations
    Miami, Everglades, Key West, West Palm Beach, Fort Lauderdale, Fort Myers, Naples+5 more
    starts/ ends in
    Miami / Miami
    age range
    18 to 80 year olds
    accommodation
    Hotel
    transport
    Mini-coach, Coach / Bus
    Regions
    East Coast USA, Eastern USA, Gulf Of Mexico, Southeast USA, Sun Belt, Florida+5 more
    Travel style
    Christmas & New Year
    operator
    Mayitours
    Duration
    5 days
    Price per day
    $112
    From
    US$562
    You save: $17
    21 Nov 2019
    10+ spaces left
    22 Nov 2019
    10+ spaces left
    View tour
    More information
  • Florida Tour and Cruise to Grand Bahama

    9 day family tour through Miami, Key West, West Palm Beach, Freeport in 2 different countries

    Instant Booking
    Flexible payments
    destinations
    Miami, Key West, West Palm Beach, Freeport+2 more
    starts/ ends in
    Miami / Freeport
    age range
    12 to 80 year olds
    accommodation
    Hotel
    transport
    Ship, Private Vehicle
    Regions
    Eastern USA, Florida
    operator
    American leisure tours
    Duration
    9 days
    Price per day
    $169
    From
    US$1,523
    You save: $47
    24 Nov 2019
    10+ spaces left
    1 Dec 2019
    10+ spaces left
    View tour
    More information
  • Florida Keys and Everglades

    6 day bicycle tour through Miami, Everglades, Florida Keys, Key West in USA

    Flexible payments
    destinations
    Miami, Everglades, Florida Keys, Key West+2 more
    starts/ ends in
    Miami / Key West
    age range
    16 to 99 year olds
    accommodation
    Hotel
    transport
    Bicycle
    Regions
    Eastern USA, Gulf Of Mexico, Southeast USA, Florida+3 more
    operator
    Sojourn Bicycling & Active Adventures
    Duration
    6 days
    Price per day
    $590
    From
    US$3,540
    You save: $110
    26 Jan 2020
    10+ spaces left
    2 Feb 2020
    10+ spaces left
    View tour
    More information
  • Floridian Fun

    14 day coach / bus tour through Atlanta, Orlando, Kissimmee and 7 other destinations in USA

    Instant Booking
    Flexible payments
    destinations
    Atlanta, Orlando, Kissimmee, Cape Canaveral, St Augustine, Tampa, Siesta Key, Naples, Key West, Miami+8 more
    starts/ ends in
    Atlanta / Miami
    age range
    21 to 90 year olds
    accommodation
    Hotel
    transport
    Coach / Bus
    Regions
    East Coast USA, Eastern USA, Southeast USA, Sun Belt, Florida+4 more
    operator
    Travelling Time
    Duration
    14 days
    Price per day
    $217
    From
    US$3,035
    You save: $94
    7 Dec 2020
    10+ spaces left
    8 Dec 2021
    10+ spaces left
    View tour
    More information
  • Caribbean Sea Adventure

    16 day ocean cruise tour through New York City, Charleston, Key West and 8 other destinations in 7 different countries

    Flexible payments
    destinations
    USA, Mexico, Honduras, Colombia, Nicaragua, Panama, Costa Rica+4 more
    starts/ ends in
    New York City / San Jose
    age range
    12 to 99 year olds
    accommodation
    Hotel, Berth / Cabin, Stateroom / Suite+1 more
    Ship
    MS Roald Amundsen
    Travel style
    Adventure, Wildlife, Sailing+1 more
    operator
    Hurtigruten
    Duration
    16 days
    Price per day
    $395
    From
    US$6,312
    You save: $195
    20 Sep 2020
    10+ spaces left
    View tour
    More information
  • Caribbean Sea Adventure

    16 day ocean cruise tour through New York City, Charleston, Key West and 8 other destinations in 7 different countries

    Flexible payments
    destinations
    USA, Mexico, Honduras, Colombia, Nicaragua, Panama, Costa Rica+4 more
    starts/ ends in
    New York City / San Jose
    age range
    12 to 99 year olds
    accommodation
    Hotel, Berth / Cabin, Stateroom / Suite+1 more
    Ship
    MS Fram
    Travel style
    Adventure, Wildlife, Sailing+1 more
    operator
    Hurtigruten
    Duration
    16 days
    Price per day
    $374
    From
    US$5,991
    You save: $185
    25 Sep 2020
    10+ spaces left
    View tour
    More information
  • Trailblazer From New York

    "it was total 9 weeks tour from LA to NY by north route, and back to LA by south route...."
    Flexible payments
    destinations
    New York City, Philadelphia, Washington DC, Charleston, St. Augustine, Miami, Key West, Orlando, Panama City, New Orleans, Austin, Carlsbad Caverns National Park, Santa Fe, Roswell, Arches National Park, Monument Valley, Grand Canyon, Lake Powell, Bryce Canyon National Park, Zion National Park, Las Vegas, Los Angeles, Santa Barbara, Big Sur, Yosemite NP, San Francisco, Redwood National Park, Florence, Seattle, Vancouver, Lake Louise, Banff, Glacier National Park, Yellowstone, Cody, Mt. Rushmore, Badlands NP, Chicago, Niagara Falls+38 more
    starts/ ends in
    New York City / New York City
    age range
    18 to 38 year olds
    accommodation
    Hotel, Camping, Lodge
    transport
    Private Vehicle
    Travel style
    Adventure
    operator
    Trek America
    Duration
    60 days
    Price per day
    $173
    From
    US$10,378
    You save: $321
    17 May 2020
    7 spaces left
    11 Jun 2020
    10+ spaces left
    View tour
    More information
  • The Great 48

    75 day discovery tour through Miami, Key West, Savannah and 53 other destinations in USA

    Flexible payments
    destinations
    Miami, Key West, Savannah, Raleigh, Asheville, Great Smoky Mnts, Charleston, Washington DC, Delaware City, New York City, Rhode Island, Boston, Acadia National Park, White Mountains National Forest, Buffalo, Cleveland, Indianapolis, Nashville, Birmingham, New Orleans, Tupelo, Memphis, St Louis, Chicago, Minneapolis, Kansas City, Oklahoma City, Austin, San Antonio, Carlsbad Caverns National Park, Roswell, Santa Fe, Great Sand Dunes NP, Buena Vista, Boulder, Rocky Mountain National Park, Mount Rushmore National Memorial, Little Bighorn Battlefield National Monument, Yellowstone National Park, Craters of the Moon National Monument, Salt Lake City, Moab, Arches National Park, Dead Horse Point State Park, Monument Valley, Grand Canyon National Park, Las Vegas, Los Angeles, Santa Barbara, Monterey, Yosemite NP, San Francisco, Eureka, Redwood National Park, Portland, Seattle+54 more
    starts/ ends in
    Miami / Seattle
    age range
    18 to 38 year olds
    accommodation
    Hotel, Camping, Lodge
    transport
    Private Vehicle
    operator
    Trek America
    Duration
    75 days
    Price per day
    $151
    From
    US$11,348
    You save: $351
    3 Jun 2020
    9 spaces left
    View tour
    More information

Key West Holiday and Vacation Packages Reviews

  • "it was total 9 weeks tour from LA to NY by north route, and back to LA by south route...."
    Trailblazer From New York