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Key West flight + hotel vacation packages

The Perry Hotel & Marina Key West

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

Southernmost Beach Resort

Pier House Resort & Spa

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Top Key West hotels deals

Southernmost Beach Resort

Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

Beachside Resort & Residences

Oceans Edge Key West Resort, Hotel & Marina

Ibis Bay Beach Resort
Popular places to visit

Duval Street
With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.

Mallory Square
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Smathers Beach
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
Top reasons for your vacation to Key West
- Breathtaking Sunsets: Key West is renowned for its stunning sunsets, which can be enjoyed from various vantage points like Mallory Square or on a sunset cruise.
- Quaint Old Town: Explore the charming streets of Key West's Old Town, lined with colorful Victorian houses, boutique shops, and quirky art galleries.
- Lively Bar Scene: Experience the vibrant bar scene in Key West, with numerous bars offering live music, delicious cocktails, and a lively atmosphere.
- Boat Excursions: Take advantage of the island's location and embark on exciting boat excursions, such as snorkeling trips, dolphin-watching tours, or even a visit to the nearby Dry Tortugas National Park.
- Festivals and Events: Key West hosts a variety of festivals and events throughout the year, including the famous Fantasy Fest and the Hemingway Days, offering unique and entertaining experiences for visitors.
Explore the best activities and sights in Key West
Key West, located in the Florida Keys and surrounded by the Gulf of Mexico, offers a wide range of family-friendly activities. Enjoy breathtaking sunset views, explore the many attractions, and engage in activities such as boating, jet skiing, and biking. The vibrant local bar and live music scene provide entertainment for all ages, while festivals and excursions offer unique experiences. Whether you're looking for relaxation or adventure, Key West has something for everyone on your family vacation.
- Duval Street: Duval Street is a vibrant and lively street that offers a unique city experience. Explore the bustling festivals and events that take place here, immersing yourself in the energetic atmosphere. Enjoy the diverse range of bars and restaurants that line the street, offering a variety of cuisines and drinks. Take a bike ride along the street, feeling the cool breeze on your face as you soak in the sights and sounds. Dance the night away at the lively clubs and bars that come alive after sunset. Don't miss the opportunity to witness breathtaking sunsets and embark on exciting excursions to the nearby islands. Duval Street is a haven for live music and entertainment, ensuring a memorable experience for all visitors.
- Dry Tortugas National Park: Dry Tortugas National Park is a natural paradise that promises an unforgettable adventure. Immerse yourself in the breathtaking natural beauty of this national park, where scenic views and outdoor activities await. Explore the diverse range of flora and fauna as you hike through the park's trails. Marvel at the stunning scenery and panoramic vistas that surround you. Experience the thrill of snorkeling or diving in the crystal-clear waters, discovering a vibrant underwater world. Capture the perfect snapshot of the park's picturesque landscapes and cherish the memories forever. Dry Tortugas National Park offers a serene and awe-inspiring outdoor experience that is sure to leave you in awe of nature's wonders.
- Smathers Beach: Smathers Beach is a tropical paradise that offers a blissful beach experience. Sink your toes into the soft sand and bask in the warm sunshine as you relax by the sea. Wake up early to witness stunning sunrises, painting the sky in vibrant hues. Enjoy a leisurely stroll along the shoreline, feeling the gentle breeze on your skin. Engage in exhilarating water activities such as kayaking and sailing, exploring the azure waters and embracing the tropical vibes. Marvel at the vibrant marina and majestic boats that dot the horizon. Smathers Beach is a haven for nature lovers, offering a tranquil escape and the perfect setting to unwind and rejuvenate.
Where to stay in Key West
Get ready to immerse yourself in the vibrant and laid-back vibes of Key West, Florida. This charming island escape is known for its palm tree-lined streets, picturesque old town, and fascinating history. While exploring the quaint streets, you and your family can indulge in a variety of local affinities, such as breathtaking sunsets, lively bars with live music, and thrilling boat excursions. Key West is also famous for its entertaining festivals and offers opportunities for biking adventures. Get ready for an unforgettable family vacation filled with sun, sea, and endless fun in Key West.
- Key West Historic District: The Key West Historic District is a vibrant neighborhood known for its lively festivals, lively bar scene, breathtaking sunsets, and vibrant atmosphere. Families can enjoy biking through the historic streets, dancing to live music, and experiencing the local entertainment. The district offers exciting excursions, such as snorkeling and diving, allowing families to explore the tropical beauty of the area. With its charming boating culture, families can also embark on boat tours to discover the stunning coastline. The Key West Historic District is a perfect destination for families looking for a combination of history, culture, and outdoor adventures.
- Old Town Key West: Old Town Key West is a popular neighborhood known for its rich history and charming atmosphere. Families can wander through the quaint streets, admire the beautiful architecture, and soak in the laid-back vibe of the area. The neighborhood offers a variety of family-friendly activities, such as visiting museums, exploring art galleries, and enjoying delicious seafood at local restaurants. With its proximity to the waterfront, families can also enjoy relaxing beach days and water sports. Old Town Key West is a great choice for families seeking a mix of history, culture, and beach relaxation.
- Uptown - Upper Duval: Uptown - Upper Duval is a vibrant neighborhood known for its lively energy and bustling atmosphere. Families can explore the trendy shops, dine at delicious restaurants, and experience the vibrant nightlife of the area. The neighborhood offers a variety of entertainment options, such as live music performances and comedy shows. Families can also enjoy strolling along the colorful streets, admiring the unique art installations, and engaging with the friendly locals. Uptown - Upper Duval is a fantastic choice for families looking for a lively and energetic vacation experience.
The travel seasons of Key West
Trips to Key West show no change in popularity throughout the year. The peak season to visit is from January to March, with March being the highest month. Off-peak season starts from October to December, and October sees the least travelers.
Key West has something in store for you whenever you visit. January is the coldest month of the year, while August is hottest, with average temperatures up to 84.4 degrees Fahrenheit. The wettest month in Key West is September, so pack accordingly.
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January | 71.1°F (21.7°C) | No Rain (Dry) | Mostly Sunny |
February | 72.1°F (22.3°C) | No Rain (Dry) | Mostly Sunny |
March | 73.4°F (23.0°C) | No Rain (Dry) | Mostly Sunny |
April | 76.8°F (24.9°C) | No Rain (Dry) | Mostly Sunny |
May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny |
June | 82.6°F (28.1°C) | Light Rain | Mostly Sunny |
July | 84.0°F (28.9°C) | Light Rain | Mostly Sunny |
August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny |
September | 83.7°F (28.7°C) | Light Rain | Mostly Sunny |
October | 80.8°F (27.1°C) | Light Rain | Mostly Sunny |
November | 76.6°F (24.8°C) | Light Rain | Mostly Sunny |
December | 73.9°F (23.3°C) | No Rain (Dry) | Mostly Sunny |
Food and dining in Key West
Key West, Florida is a paradise for food lovers. One must-visit spot is Denny's, a highly rated and popular restaurant known for its delicious breakfast options. Another must-try is Margaritaville, a top-rated restaurant offering mouth-watering North American cuisine. For a taste of local flavors, head to Blue Heaven, a highly popular restaurant serving delectable North American dishes. Don't forget to indulge in the famous key lime pie, a local specialty. If you're in the mood for seafood, visit Half Shell, an award-winning restaurant known for its fresh catches. And for a truly unique dining experience, check out Morrison's Market at Moorings Village, where you can enjoy farm-to-table cuisine in a picturesque setting.
How do I find my perfect vacation package with Travelocity?
Ensure the entire crew enjoys an abundance of fun on your next trip. Explore our wide range of vacation packages tailored to your needs and utilize our family-friendly filters to discover destinations suitable for your children's age ranges. Additionally, find accommodations with extra amenities to enhance your family's experience. Making the right package choice not only saves you money but also helps prevent temper tantrums.
Why should I book with Travelocity?
Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are headache-free. Our aim is to provide stress-free travel every time you and your family book with us so that you can spend less time worrying and more time creating cherished memories. To achieve this, we will assist you in finding and planning your perfect trip, as well as offering transparent pricing and reliable reviews, along with round-the-clock customer support before, during, and after your vacation.
How can I save money on my trip to Key West?
Save money by visiting Key West during the less popular season of October-December. Combine your flights, hotel, and car bookings as a bundle to take advantage of discounted prices. While in Key West, you can enjoy affordable local attractions such as breathtaking sunsets, lively live music performances, and exciting boating excursions. These inexpensive activities allow you to make the most of your family trip without breaking the bank.
Where to stay in Key West: Best areas for travelers
- Old Town: Things don't get quiet after dark in these parts. Live it up at places like Key West Burlesque Theater. Pulled an all-nighter? Don't worry about it. You can have a long sleep-in not far away at the Luxury Townhouse in the Gallery District of Old Town, Key West, The Chelsea House or the Almond Tree Inn.
- Key West Historic District: Ernest Hemingway Home and Museum is just one of the awesome sights that draw visitors to this neighborhood. You'll find a range of comfy hotels to take your pick of here, like the Curry # 6 Historical Lodging in the Heart of Old Town! Pool and Breakfast!, The Merlin Guest House and The Marquesa Hotel. Secure your room in advance and be close to the action!
- Truman Annex: Stay a few nights at the Spacious Truman Annex End Unit Townhouse /side Courtyard, the Craig & Cindy Truman Annex Foundry Townhouses or the Hyatt Sunset Harbor Lobster Mini Season and get ready to check some of this neighborhood's prominent attractions off your must-do list. Harry S. Truman Little White House, Mel Fisher Maritime Museum and Key West Museum of Art and History are among the hot spots here.
- Historic Seaport: This place has everything you need — a buzzing vibe, a good variety of hotels and huge attractions, such as Audubon House and Tropical Gardens. Explore what this neighborhood has to offer before unwinding in comfort at the Vacation Paradise, Design Unit FOR 4 Guests, 3 Pools, Bar, Close TO Attractions, the Vacation Paradise, Design Unit FOR 4 Guests, 3 Pools, Bar, Close TO Attractions or the KEY West Escape! Three Amazing Units FOR 12 Guests! Pool, Tiki-bar, GYM.
- Uptown - Upper Duval: If this is your first visit to this city, this neighborhood is a top choice. As well as having a nice selection of hotels to pick from, there are also lots of things to do. Spend your days perusing some of the area's best sights like Key West Butterfly and Nature Conservatory and your nights somewhere comfortable, like The Southernmost Inn-Adults Only, the H2O Suites - Adults Only or the Best Western Hibiscus Motel.
Photos of local treasures
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