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Key West DogCation Packages

Key West is the southernmost dog-friendly town in the U.S. With tons of water activities, a walkable historic district, and year-round sunshine, Key West is a Top Destination for a DogCation. We can help you book the perfect getaway with your furry friend - whether it is the Premium, Basic, or Custom DogCation Package – we take care of all of the details for you. brush stroke
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  • The Salty Dog Adventure Premium Package

    3 Night Package $2,500-$4,500
    Single or Double occupancy
    Vacation in luxury with your pet and enjoy all of our upscale amenities and activities in this Premium Package. The package includes accommodations at a waterfront luxury hotel conveniently located in the historic district; a premium golf cart rental, dog-friendly restaurant reservations, and a private boat charter where you and your pup can swim, paddle board, and explore sandbars and remote islands.
    Reserve Today More Details
    • Accommodations
      Old Town Luxe Waterfront
    • Adventure
      Private Boat Charter
    • Dining
      Dog-Friendly Dining
    • Transportation
      golf cart rental key west
      Performance Golf Cart
    Additional Package Details

    Old Town Lux Waterfront Accommodations: This resort is located on the corner of the Gulf of Mexico and Duval Street. Beautiful tropical gardens surround the pool in the center of the property and open directly onto a private beach. Secluded and private yet just steps from the energy and fun of Old Town Key West. Dining, dancing, historical architecture and wonderful galleries are at your doorstep, providing a taste of Key West’s irrepressible spirit. *  Pet Amenities Include: Pet Bowls for food & water, Luxury Pet Bed, Flashlight & Waste Bag Holder, Doggie Treats. **

    Private Boat Charter: Guided by a local captain, you will enjoy a 6 hour day exploring the beautiful crystal clear waters surrounding Key West. With this private charter, you get to choose how you spend your time on the water! Dolphin watching, snorkeling, fishing, lobstering, paddle boarding with your pup, relaxing on the sandbar and even visiting secluded beaches!

    Dog-Friendly Dining: We’ve got all the dog-friendly restaurants & bars all mapped out for you and your pup. Take a stroll down Duval to a fun lunch spot, enjoy cocktails on an ocean front deck, and then take a boardwalk stroll to a great dinner on the seaport.

    Performance Golf Cart: The fun way to discover all the fun spots in Key West with your pup is on a golf cart. Take this 4 seater golf cart anywhere on the island to enjoy dining, parks, beaches, or even a Duval cruise.

     

    *Additional Resort fees, taxes & parking fees will apply. Package estimates are based on arrival dates, availability and room type. Exact prices will be determined prior to purchase.

    **$75 pet charge per stay is not refundable. Pet charge & breed restrictions may apply. Pets must weigh 20 lbs or less. Only one dog per room is allowed.

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    BONUS: Every DogCation Package includes a welcome cocktail and special treat for you and your pooch. It also includes a copy of the exclusive Key West DogCation Guide – your resource for everything related to dogs in Key West.
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    Customized Packages are available to fit you and your dog’s needs. We are here for you and your pooch so please give us a call and we will create the perfect custom vacation for you.
    Pamper you and your pooch today! Our local DogCation experts are here to help you plan the perfect getaway.
    Reserve Today More Details FAQ's
  • Island Dog Fun-Basic Package

    3 Night Package $1,600-$4,200
    Single or Double Occupancy
    Enjoy eclectic Key West with this Basic Package that allows you to experience Key West like a local. Hotel accommodations conveniently located in the Old Town area; a golf cart to get to all the fun dog friendly spots, dog-friendly restaurant reservations, and a self-guided pup crawl and old town walking tour.
    Reserve Today More Details
    • Accomodations
      key west resort
      Old Town Hotel
    • Adventure
      pirate dog
      Pup Krawl & Walking Tour: Self -Guided
    • Dining
      Local Favorite Spots
    • Transportation
      golf cart rental key west
      Performance Golf Cart
    Additional Package Details

    Old Town Accommodations: Casual, comfortable, stylish accommodations in one of Key West’s best Old Town hotels. With proximity to all the best fun for you and your pup, you will enjoy the best DogCation yet. *

    Pub Krawl & Walking Tour-Self Guided: Using the Our Key West custom designed Dogcation Guide you can enjoy a fun Pup Krawl or Walking Tour thru Old Town Key West with your furry friend. Each stop has been hand selected by local Key West dog lovers. Enjoy all the stops in one day or spread them out throughout your stay to create a wonderfully unique DogCation.

    Dog-Friendly Dining: We’ve got all the dog-friendly restaurants & bars all mapped out for you and your pup. Take a stroll down Duval to a fun lunch spot, enjoy a few beers on the sunset pier, and then take a boardwalk stroll to a great dinner on the seaport.

    Performance Golf Cart: The fun way to discover all the fun spots in Key West with your pup is on a golf cart. Take this 4 seater golf cart anywhere on the island to enjoy dining, parks, beaches, or even cruise Duval Street.

    *Additional resort fees, taxes & parking fees may apply. Package estimates are based on arrival dates, availability and room type. Exact prices will be determined prior to purchase. This hotel welcomes well mannered dogs. Pet fee, room type & location restrictions may apply. Dogs must be leashed at all times and dogs may not be left in a guest room unattended. Guest are responsible for any property damage inadvertently caused by their dogs.

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    BONUS: Every DogCation Package includes a welcome cocktail and special treat for you and your pooch. It also includes a copy of the exclusive Key West DogCation Guide – your resource for everything related to dogs in Key West.
    bone icon
    Customized Packages are available to fit you and your dog’s needs. We are here for you and your pooch so please give us a call and we will create the perfect custom vacation for you.
    Pamper you and your pooch today! Our local DogCation experts are here to help you plan the perfect getaway.
    Reserve Today More Details FAQ's
  • Canine Escape- Custom Package

    Call to Create Your Dream DogCation Today!
    Prices will vary
    Create your ideal custom DogCation with help from your local doggie experts at OurKeyWest. We will help you plan every detail of your vacation including accommodations, transportation, activities & dining. We promise you a DogCation experience of a lifetime!
    Reserve Today More Details
    dog drinking cocktails at key west beach
    • Accommodations
      dog drinking cocktails at key west beach
      Customized Just for You
    • Adventures
      Boats, Beaches, Bars & Balls
    • Dining
      dog and owner eating at table
      Fabulous Eats & Treats
    • Transportation
      Get Around Island-Style
    Additional Package Details

    Accommodations: Whether it’s a waterfront suite in Old Town or a vacation rental with a private pool for you and your pup- OurKeyWest has all the options to create a fun & relaxing stay in Key West.

    Adventure: Creating uncompromising fun where no pup is left behind. 

    • Custom Private Boat Charter: playing fetch on secluded beaches, discovering sandbars, snorkel & fish.
    • Custom  Private Sailing Charter: Snorkel and Sunsets
    • Private Eco-Tours: Kayak & Paddleboards
    • Private Pup-Krawls
    • Private Bike & Walking Tours
    • Live Music Happy Hours

    Dog-Friendly Dining: We’ve got all the dog-friendly restaurants & bars all mapped out for you and your pup. Take a stroll down Duval to a fun lunch spot, enjoy a few beers on the sunset pier, and then take a boardwalk stroll to a great dinner on the seaport. Fabulous dining with complimentary reservations for you & your pup.

    Transportation: Bikes, Golf Carts, Topless Jeeps & convertibles. We can whip up the wind in your pups face in no time.

    book icon
    BONUS: Every DogCation Package includes a welcome cocktail and special treat for you and your pooch. It also includes a copy of the exclusive Key West DogCation Guide – your resource for everything related to dogs in Key West.
    bone icon
    Customized Packages are available to fit you and your dog’s needs. We can even plan daytime excursion for you without your pup and arrange doggie daycare for you. Please give us a call and we will create the perfect custom vacation for you.
    Pamper you and your pooch today! Our local DogCation experts are here to help you plan the perfect getaway.
    Reserve Today More Details FAQ's
DogCation Guide
All DogCation Packages include a copy of the Original Key West DogCation Guide:
How to Live Like a Local Island Dog - Your resource for the best dog-friendly restaurants, beaches, dog parks, pet stores, groomers and more.

Planning a Trip to Key West?

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Lexi Roberts, OKW Concierge specialist
Your Local Concierge,
Lexi Roberts

The staff at Our Key West is exceptional and know the meaning of excellent customer service.

-Del Arnold

These Folks are Super Cool!

-Annie

Their shop is dope.

-Francesca from Pittsburgh

We had such a great time on the Havana Day Trip! This is a must do on everyone's bucket list.

-Steven Michelin

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About Us

Local since 1974, we create guest experiences that emphasize the natural world, art, music, food, history, and local characters. We provide premium concierge services, and serve as market-maker for a select pre-screened portfolio of the island’s best guest activity providers. We have a commitment to the highest hospitality standard, providing personalized guest support daily from 8am to 6pm.

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Activities
  • Havana Day Trip
  • Fishing Charters
  • Golf Cart Rental
  • Boat Rental
  • Paddle the Mangroves
  • All Day Watersports Adventure
  • Dolphin Watch & Snorkel
  • Key West Bike Tour
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  • Personal Chef & Catering
  • Sky Dive
  • Key West Private Boat Charter
  • Schooner Sunset Sail
  • Dry Tortugas- Ferry
  • Jet Ski Tour
  • Schooner Sunset Sail
  • Gallery Stroll & Art Tour

Contact Info

Our Key West logo

613 Simonton St
Key West, Florida 33040

(305) 290-2049

PROUD MEMBER OF

Key West Business Guild Key West Attractions Association

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