Christmas in The Keys

Key West Festive Getaway

Overall Trip Highlights

Welcome Dinner: Kick off the trip with a warm, welcoming dinner at this oceanfront resort, setting the tone for an exciting adventure.
Exploration of Key West: Cruise to iconic spots like the Southernmost Point, Hemingway Home, and Mile Marker 0.
Seaplane to Dry Tortugas: Enjoy aerial views en route to this national park for snorkeling, exploring Fort Jefferson, and relaxing on pristine beaches.
Key West City “Hometown Holiday Parade”
Harbor Walk of Lights: A Nautical theme honoring the maritime history of the Key West waterfront.
Butterfly House Visit: Experience the serene beauty of hundreds of free-flying butterflies.
Sunset Cruise: End your day with a memorable sunset catamaran cruise, complete with live music and refreshments.
Mallory Square Sunset Celebration: Join in this Key West tradition with local performers and vibrant street life.

December 3-7, 2025
5 Days / 4 Nights

Group Size: 15-18 Guests
Your BB Hostesses: Two Hosts

Note: This itinerary serves as a general guide to what we will be doing, seeing, and eating, with the final version provided approximately two weeks prior. The published itinerary is an example and may be adjusted to include accommodations, tours, or restaurants of comparable quality to ensure the best experience.

Single Occupancy Non Balcony	Single Occupancy with Balcony	Double Occupancy
$4,477	$4,897	$3,893
Private Room with Private Bath	Private Room with Private Bath	Shared Room, Separate Beds, Shared Bath
Deposit Due at Time of Booking: $250 for Domestic/$500 for International	Deposit Due at Time of Booking: $250 for Domestic/$500 for International	Deposit Due at Time of Booking: $250 for Domestic/$500 for International
Book Now	Book Now	Book Now

Beatrice Bradley Experiences are All Inclusive. What does that mean?

Airport Group Transfers: Seamless airport pickups and drop-offs by our friendly hostesses, ensuring a smooth start and end to your adventure.
Dedicated BB Hostess: Travel with peace of mind knowing a dedicated Beatrice Bradley hostess will be with you throughout the trip, ensuring every aspect of your journey is unforgettable.
Full Dining: Enjoy 2-3 daily meals carefully selected to reflect the local cuisine, inclusive of all tips. Whether it’s a quick breakfast or a sumptuous dinner, we’ve got it all covered.
Unique Accommodations: Stay in boutique hotels or unique properties that are handpicked for their charm and comfort, providing an authentic and intimate experience.
Curated Activities: We find the BEST of the best tours. Making the absolute most out of our time.
Included Gratuities: Tips for tour guides, meals, and transportation are all taken care of. We ensure that those who make your trip special are rewarded, without you needing to worry about the details.
Transportation: All transportation is included throughout the experience, from airport pickup to your final drop-off.
You won’t see “Free Days” on our itineraries: Our trips are made for a balanced experience. We carve out time to bond, laugh, shop and explore but we will never just send you out on your own and say “good luck” we do everything together or smaller group breakouts.

With Beatrice Bradley, every detail is meticulously planned to ensure you have a memorable and carefree travel experience. Join us and discover the joy of true hassle-free travel!

We Offer Flex-Pay! What is that?

Flexible Payments at Your Fingertips: You can use your invoice to pay any amount you choose, as frequently as you wish, until the full payment deadline.

Want to make a payment? Click “Review and Pay” on your invoice whenever you’re ready.

Pay Your Way: You can adjust the payment amount by selecting “Edit Amount,” allowing you to manage your budget flexibly.

Final Countdown: Ensure everything is paid up 60 days prior to your trip for domestic and 90 days prior for international. Don’t worry, we’ll send you reminders! If there’s any remaining balance, we’ll automatically process it, allowing you to focus on the excitement of your upcoming adventure!

Arrival Information	Departing Information
Key West International Airport	Key West International Airport
December 3, 2025	December 7, 2025
Must arrive before 5:00 PM	Earliest departure time 10 AM

Activity Level: Moderate Adventure

This trip offers a well-balanced mix of leisurely and active experiences. Participants can expect light walking during historic site tours, easy exploration of Key West by golf cart, and relaxed activities like sunset cruises and beach time. The more adventurous activities include a seaplane ride to Dry Tortugas and a shark-feeding eco-tour. The physical demands are minimal, with the most challenging part being getting in and out of the seaplane or boat. This itinerary is suitable for those comfortable with some light activity and occasional excitement.

As your hostesses, we understand that traveling solo can be intimidating, but rest assured, making you feel welcomed and comfortable is our top priority. Our experiences are designed for building new and lasting friendships in a warm and welcoming environment.

From the moment you arrive until we bid you farewell, we’ll be right by your side. We meticulously handle all the details and manage the logistics seamlessly behind the scenes, ensuring your journey is truly unique and worry-free. While we aren’t local experts or tour guides, we work with a network of local professionals carefully selected for each location to enrich your experience.

Read more about our Hostesses Here

Thinking about joining us?

If you’re on the fence or have any questions, we’re here to help. Simply fill out this form to get in touch. We can’t wait to assist you in planning an unforgettable adventure!

If you have any immediate questions, please feel free to get in touch: 763-864-8291 | Lindsay@bbgage.com

Ready to book? We’re happy to have you!

Book Here

Don’t just tour Key West, Experience Key West

Every Beatrice Bradley trip is crafted to maximize the experiences had during the trip.
The itineraries are specially made to allow time for engaging in conversation and having belly laughs with a new friend. We hope that the activities and experiences may allow you to come out of your comfort zone and to try new or unique things.
These trips are made to replicate a ‘friends get-away trip’.

Day One: Welcome to Paradise

Welcome to the enchanting island of Key West! Your unforgettable vacation begins the moment you touch down at Key West International Airport. Here, amidst the gentle sea breezes and radiant sunshine, our team eagerly awaits to greet you and whisk you away to the start of your adventure. Your first day in Key West is designed to immerse you in the island’s charm and warmth, ensuring that from the very first moment, you feel part of something truly special.

Highlights

- Settle into Elegance: Check into the exquisite ocean front Parrot Key Resort
  Step into a world of white sands and glimmering pools. Boasting the most-spacious accommodations in Key West. We will have 4 Garden villas, each having 3 suites, they surrounded by lush native landscaping.
  
  During your stay, get a real taste of island life at The Grove Kitchen & Bar. Start your days and evenings off right with classic local flavors, festive cuisine, and of course, your favorite island-inspired cocktails poolside. The island life awaits at Parrot Key Hotel & Villas.
- An Evening of Warm Welcomes: Join us for a fun Welcome Dinner, where local cuisine and like-minded company set the stage for the magical experiences that lie ahead. It’s the beginning of a journey filled with unforgettable memories.
- Dinner Together

Day Two: Discovering the Heart of Key West

Is there any morning more blissful than waking up to the serene beauty of Key West? Today, we invite you to savor the slow pace and warmth of island life, right from the start.

Today’s Highlights

Leisurely Beginnings: Enjoy a well-deserved sleep-in after your journey here. We’ll start the day at a relaxed pace, allowing you to awaken refreshed and ready to embrace the adventures ahead.
Breakfast with Friends: Gather around for a delightful breakfast and coffee. This is a perfect time to bond and share stories with new friends. Our previous travelers often reminisce about these mornings as some of their most cherished memories.
Exploring Iconic Key West: leisurely exploration of Key West’s most iconic sights.
- The Southernmost Point of the continental U.S. for that quintessential Key West photo op.
- The Ernest Hemingway Home and Museum, where the spirit of one of America’s greatest writers lives on.
- The historic Key West Lighthouse, offering panoramic views of the island’s charming landscape.
- Mile Marker 0, the symbolic start (or end) of U.S. Route 1.
- The vibrant and lively Duval Street, the heart of Key West’s social scene.
Sunset Cruise: As the day wanes, we’ll come together for a spectacular Sunset Cruise. Set sail on a catamaran into the embracing glow of the evening sky. With live music setting the tone, indulge in appetizers and drinks, and let the beauty of the setting sun over the ocean mark an unforgettable close to our last night together. It’s a time for reflection, connection, and celebration of the journey we’ve shared.
Breakfast + Dinner Together

Today is all about immersing yourself in the sights, sounds, and tastes of Key West, creating memories that will last a lifetime.

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Day Three: Dry Tortugas by Seaplane

Embark on a journey to one of the planet’s most extraordinary eco-attractions: Dry Tortugas National Park. Located a mere 70 miles from Key West, this 100-square-mile marine sanctuary represents the pinnacle of untouched reef habitats in the Florida Keys, offering an unparalleled glimpse into one of the most vibrant marine nurseries in the hemisphere.

Today’s Highlights

Morning Harmony: Start the day with a communal breakfast, setting the tone for the adventure that awaits. It’s a chance to fuel up and share the excitement for the day’s journey.
Sky-High Views: Experience the breathtaking beauty of the Keys from an entirely new perspective as we board a seaplane. The flight to Dry Tortugas National Park is as mesmerizing as the destination itself, with stunning views of crystal-clear waters and scattered islands unfolding below.
Discover Dry Tortugas: Upon landing, you’ll step into a world where nature reigns supreme. Fort Jefferson, the park’s crown jewel, is surrounded by pristine waters and vibrant coral reefs. Here, you can immerse yourself in snorkeling, exploring the fort, or simply relaxing on the beach. Encounter the park’s diverse wildlife, including loggerhead and green sea turtles, and witness the sole frigate bird nesting colony in the U.S.
Evening Delights: Conclude the day with dinner and live music at Blue Heaven, one of Key West’s most beloved restaurants. Don’t forget to try their legendary Key Lime Pie — rumored to be as big as your head!
Harbor Walk of Lights: A Nautical theme honoring the maritime history of the Key West waterfront
Breakfast + Dinner together

This day promises not just a visit to a national park, but an immersive experience into an ecosystem teeming with life and beauty, making it a highlight of your Key West adventure. Truly a bucket list experience.

Day Four: The Butterfly House and Home Town Holiday Parade

Day Four unfolds with a vibrant blend of Key West’s iconic Butterfly House along with exploring Duval Street during the Holidays. We will end the day with a Key West’s Christmas Parade down Duval, a true festive send off.

Today’s Highlights

- Brunch and Bonding at our serine resort
- Butterfly House Visit: Experience the serene beauty of hundreds of free-flying butterflies.
- Duval Street Delights: Post-brunch, we dive into the lively atmosphere of Duval Street. Here, the essence of Key West is palpable in every corner, with unique local shops offering everything from artisan crafts to the island’s famed key lime pies. It’s a treasure trove of finds and experiences, reflecting the vibrant spirit of Key West.
- Home Town Holiday Parade: The most charming hometown parade you’ll ever see with holiday floats, and tons of kids (of all ages). Of course Santa will make a guest appearance!
- Breakfast + Dinner Together

Day Five: Departure Day

Depart at your leisure out of Key West International Airport – Check out of the house is at 10:00 AM but you can store your bags at the rental office.

Breakfast together