The Holidays in Key West: A Sunny Take on Christmas Traditions

7 days
Save this trip to your favorites or other list
Map not provided by operator
Additional images not provided by operator
Video not provided by operator
4.3/5 Great
100+ reviews  
81%
Save this trip to your favorites or other list
Small Group Tour
Discover unique Christmas traditions in the Florida Keys, where you’ll visit historic sites, enjoy traditional cuisine and revel in the famous lights of the Sunset Celebration.
26% OFF
$2,969
From$2,199
See departure dates

Member Savings

Save up to $700!

Sign in to see which companies give additional
savings to Travelstride Members (it’s free)

Unlock Savings

Overview

Trip type
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Wheelchair Accessible
Trip pace
Full schedule

Highlights

    • Experience the protected natural areas of the Keys, including a visit to John Pennekamp Coral Reef State Park, the country’s first undersea park
    • Key West’s colorful history comes alive on visits to the Overseas Railroad Museum, the Custom House and Ernest Hemingway’s home
    • Enjoy the unique artistic and holiday traditions of sunny Key West, including an expert-led walk through Mallory Square

What's this trip about?

    Discover unique Christmas traditions in the Florida Keys, where you’ll visit historic sites, enjoy traditional cuisine and revel in the famous lights of the Sunset Celebration.

Compare to similar trips

Details

Itinerary focusClassic Highlights
Group sizeIntimate group - 12 max
Age rangeNo age restrictions
Flights and transportAll internal transport included (including local flights)
Start CityOperator does not provide
End CityOperator does not provide

Travel Themes

  • 50 Plus
  • Education / Learning

Destinations

View Similar Trips

Itinerary

Day
1 Check-in, Registration, Orientation, Welcome Dinner Key Largo D Ocean Pointe Suites at Key Largo Activity note: Hotel check-in 4:00 p.m. Afternoon: Program Registration & Orientation: 5:30 p.m. We will gather in our reserved room in the downstairs Welcom...
Day
2 John Pennekamp State Park, 7 Mile Bridge, Mallory Square Key West Florida B,L,D Margaritaville Key West Resort & Marina Activity note: Getting in/out of passenger van(s). Getting on/off a boat. Walking about 2 miles throughout the day in short installments; b...
Day
3 Key West Trolley, Railway Historeum, Custom House, Free Time Key West Florida B,L Margaritaville Key West Resort & Marina Activity note: Walking a total of approximately 2 to 2.5 miles throughout the day; paved sidewalks. Breakfast: By the hotel pool, th...
Day
4 Lighthouse, Hemingway Home & Museum, Holiday Trolley Key West Florida B,L,D Margaritaville Key West Resort & Marina Activity note: Walking a total of approximately 2 to 2.5 miles throughout the day; paved sidewalks. Breakfast: Poolside buffet. M...
Day
5 Christmas Day Free Time, Marina Walk Key West Florida B,D Margaritaville Key West Resort & Marina Breakfast: Poolside buffet. Morning: Free Time. Sleep late, take a walk, open a gift under a palm tree, attend a service, celebrate the day as you like. The...
Day
6 Fort Zachary Taylor State Park, Travel to Tavernier Key Largo B,L,D Ocean Pointe Suites at Key Largo Activity note: Walking a total of 1 mile; paved sidewalks, uneven terrain. Breakfast: Poolside buffet. Morning: We’ll check out of the hotel and hop int...
Day
7 Biscayne National Park, Miami Airport, Program Concludes Key Largo B Activity note: Hotel check-out by 11:00 a.m. followed by transfer to Miami airport. Breakfast: At a local restaurant, we’ll have a plated meal with juice, coffee, tea, water included. ...

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip

Dates & Availability

Price From $2,199
Price per day$314
Last Updated: 6/8/2022

Check Current Availability, prices, specials with Road Scholar.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Travelstride Gift Card
One card, thousands of extraordinary trips
Gifts Card

Road Scholar Reviews & Ratings

4.3/5  Great
Excellent
236
Great
9
Average
2
Disappointing
9
Terrible
46
Write a Review

Other Road Scholar Reviews

M

Michal McGinnis

Feb 2025

Written on

Wonders of Costa Rica at a slower pace

When I signed up for the Wonders of Costa Rica at a slower pace. The hotel listed in the itinerary for day 8&9 was a 4 star hotel on the beach called the Punta L...

F

Floralin

Jan 2025

Written on

Same complaint as everyone else

Same complaint as everyone else. While I can see why the Cancel for Any Reason clause may be necessary for the business model, the problem is that THIS IS NOT EXPLA...

L

Lolly Kauss

Dec 2024

Written on

Road Scholar SCAMS older adults

If you want a real review and not their good reviews on their website, read this. Their customer service is horrible and they try to get as much money as possible by...

Write a Review

Travelers also viewed

Tour Operator

About Travelstride

Find your perfect trip

An epic selection of pre-planned trips on every continent, for every style. Thousands of itineraries from over 1,000 trusted travel companies.

Save time

Use simple search and comparison tools to easily find the best trip. Don't sweat the logistics — travel providers plan for you.

Save money

Book directly with the operator. See inclusive packages for the best values, and get access to amazing deals.

Travel confidently

Read unbiased user reviews, pick the operator that suits your needs, and connect with them directly.

Logistics

Accommodation

Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Meals Included
  • 15 Meals
  • 6 Breakfasts
  • 4 Lunches
  • 5 Dinners
  • The following choices may be available when requested in advance: Vegetarian, Gluten Free
Age Requirements
No age restrictions
Additional Information
[object Object]
Trip ID
roadscholar-610

Become a member

(it's free)
  • Save up to $700 per person
  • Access members-only specials
  • Personalize trip recommendations
Sign up and save
Top Tour Companies on Travelstride:
All 1,600+ companies >
Sign in to reveal savings up to $700 per person!