Road Trip: Key West
A dreamy tropical getaway
Hit the road for an easy and affordable retreat. Our new Road Trip vacations are designed to keep you in the driver's seat as you set off to discover the US from the comfort of your own car. Buckle up! Your much-needed getaway just got closer than ever.
Make your escape to balmy Key West. Your 4, 5, or 6-night stay will give you the time you need to unwind at the beach, explore the town, and sample the local fare. With accommodations and a tour of the Old Town included, this package has everything you need for a stress-free vacation.
What's Included
- 4 nights in Key West at Crowne Plaza Key West-La Concha, or similar*
- Old Town Trolley Conch Tour Train
*Please note: Any applicable resort fees must be paid directly to the hotel in destination. These are generally a per room, per night charge. Please refer to hotel website for current fee amount as they are subject to change.
Great Ways to Explore
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Join a sunset celebration in Key West's Mallory Square.
Meander dozens of art galleries.Â
-
Visit the Ernest Hemingway Home and Museum in Key West.
-
Watch street performers juggle, walk tightropes, and entertain!
-
Try paddleboarding!
Key West: a place unlike any other. Packed with vibrant culture, unique history, interesting architecture, and the subtropical beauty everyone pines for, this island is the ideal place to unplug, unwind, and find the fun.
This family-oriented community has something for everyone. While you're here, you can visit historic attractions, interact with dolphins, set off on romantic sunset cruises, fish, dive, snorkel, and - of course- hit the beach!
Please note that some recommendations in the following suggested itinerary may not be included in your package. Check What's Included above for full details on inclusions.
- 4 nights in Key West at Crowne Plaza Key West-La Concha, or similar*
- Old Town Trolley Conch Tour Train
*Please note: Any applicable resort fees must be paid directly to the hotel in destination. These are generally a per room, per night charge. Please refer to hotel website for current fee amount as they are subject to change.
-
Join a sunset celebration in Key West's Mallory Square.
Meander dozens of art galleries.Â
-
Visit the Ernest Hemingway Home and Museum in Key West.
-
Watch street performers juggle, walk tightropes, and entertain!
-
Try paddleboarding!
Key West: a place unlike any other. Packed with vibrant culture, unique history, interesting architecture, and the subtropical beauty everyone pines for, this island is the ideal place to unplug, unwind, and find the fun.
This family-oriented community has something for everyone. While you're here, you can visit historic attractions, interact with dolphins, set off on romantic sunset cruises, fish, dive, snorkel, and - of course- hit the beach!
Please note that some recommendations in the following suggested itinerary may not be included in your package. Check What's Included above for full details on inclusions.
Prices From:
Departure Airport:
Departure Month:
Prices From:
Day 1. Welcome to Key West!
Welcome to the Keys! Make your way to your accommodation, then check out the nightlife in the neighborhood.Â
Situated on the vibrant Duval Street in Key West Florida, the Crown Plaza Key West La Concha is an exceptionally well-regarded hotel that offers both luxury amenities and ease of access to nearby attractions. The hotel's feel and essence is one of historic quality, yet modern amenities and touch-ups keep the hotel feeling fresh and exciting. Among those amenities include public free Wi-Fi, air-conditioned rooms, and sleek furniture.
Guests can enjoy the on-site fitness center, spa, and outdoor swimming pool at their own leisure. Comfortable beds and simplistic decoration makes the hotel feel more homelike, whereas premium television and internet access provide you with hours of entertainment. Guests living with disabilities will also find this a great option to stay in Key West, as the rooms throughout the hotel are designed with accessibility in mind.Â
Crowne Plaza Key West La Concha's premium on-site restaurant,  430 Duval, offers delicious cuisine that takes inspiration from island-style dishes. The experience at the restaurant combined with the resort's location help make the hotel's mission very clear: deliver an excellent coastal vacation for all guests.
Additional Charges
Please Note
Located just 2 minutes from the beach, Margaritaville Beach House Key West is also conveniently situated nearby the Ernest Hemingway Home and Museum, Key West International Airport, and the Southernmost Point of the United States!
Accommodations include a restaurant, outdoor swimming pool, a fitness center, and bar! Guests also have access to the 24-hour front desk, room service, and tour assistance from the concierge desk. Visitors are just a moment's walk away from Duval Street – a popular tourist destination known for its strip of bars, restaurants, and other entertainment venues.
Welcome to the Hyatt Centric Key West Resort and Spa -- the ultimate seaside resort experience in Key West! This upscale waterfront resort features everything you need to fuel your desires for an island lifestyle without having to stray too far from the mainland.
While staying here, you'll enjoy gorgeous views of the surrounding city area while overlooking the Gulf of Mexico from a luxurious resort. The location is what makes this resort all the more rewarding. You're just a 5-minute walk away from the famous Mallory Square and a mile away from the Southernmost point buoy. The resort features chic, contemporary style rooms with balconies, private baths, and flat-screen TVs. You'll also enjoy Apple device docks and pillow top mattresses, as well as a mini-fridge and free Wi-Fi.
Aside from the gorgeous interior and plenty of activities to do outside, the resort itself is an exciting adventure. Amenities include a heated outdoor pool with a hot tub and a sundeck, the Jala Spa that offers dozens of spa services, and a fitness center. You can also rent jet skis and indulge at the on-site restaurant and bar!
Additional Charges
-Pool towels for use at pool or on water excursions
-Pool noodles & inflatable pool balls
-Champagne welcome toast
-Fitness Center
-Local & 800 calls
-Fire pit on the beach
-Marine Science Eco Experience on Saturdays from 11am-2pm
-Complimentary access to Press Reader
-2HR bike rental per stay 9am-5pm
-Afternoon pool delighters
-Beach chairs upon request
-Live music daily
-Complimentary luggage storage
-Umbrellas & ponchos
-CoCo's Monkey Adventures
Please Note
With gorgeous views of the Gulf of Mexico, the amazing Key West resort and spa is everything a visitor could imagine and more! Located minutes from Mallory Square, the Ocean Key Resort is also within close proximity of Duval Street – famous for its strip of bars, restaurants, and other forms of entertainment.Â
Guests have access to free Wi-Fi throughout the entire premises and can enjoy a full range of spa services onsite. Some suites are equipped with fantastic ocean view rooms and private balconies, while all feature coffee and tea makers for your convenience. Looking to entertain yourself with activities? Ocean Key Resort provides visitors with a fitness center – but guests are able to rent fishing boats, jet skis, and glass bottom tours as well. Enjoy handcrafted cocktails and delicious meals at the rooftop restaurant onsite, or the poolside bar.
Day 2. Key West
Set off on your Old Town trolly tour today to get a feel for the area and what you may want to revisit.Â
Old Town Trolley Conch Tour Train
See the Best on the train tour that’s been entertaining visitors to the Island City of Key West, Florida since 1958. The Conch Tour Train is one of Florida’s most popular attractions, and for a good reason. Expert ‘engineers’ and friendly staff have delighted over 15 million guests with legends such as Ernest Hemingway and lores of this charming tropical paradise. No Key West vacation is complete without The World Famous Conch Tour Train.
The historic Conch Tour Train tour is 75 minutes long making one full loop through Old Town Key West, includes three stops, and highlights marvelous sights, stories, and entertainment. It is a true icon in Key West with more than 15 million satisfied guests over the years. Take your seat on the Conch Tour Train and discover the many reasons why it’s a favorite among visitors and locals alike.
Day 3. Key West
From the gingerbread mansions to the tin-roofed conch houses, this Key is full of spectacular things to see. Check out the Historic Seaport district to dine, walk along the harbor, or plan an outing on the water.
Day 4. Key West
There's so much to do in Key West! Diving, fishing, watersports, golf, and shopping are all on the agenda. Be sure to save up enough energy to join the fun this evening in Mallory Square during their popular sunset celebration.Â
Live it up on lively Duval Street to celebrate your last night in town!
Day 5. Depart Florida
Sadly, it's time to pack your bags and head home.Â