A pier with a boat rental sign, a colorful building, and a calm sea.

Long Key Vacations from $569

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Your Long Key Vacation

History, cuisine, art and more … There's so much to experience with a Long Key vacation package. And with the ability to easily customize your city adventure, you know it'll be one that's tough to forget. Every trip to Long Key needs a well-planned itinerary. Fill yours with big-name attractions like Annes Beach, Fiesta Key and Little Conch Key. Stop daydreaming and start traveling. Browse the many options on Expedia today and finally put your Long Key vacation plans in motion!

The Latest Long Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 10 - Dec 13

    Avi Lux Stay + Flight

    East Fort Lauderdale
    3 nights
    4.5 star property
    7.6/10 - Good (10 reviews)
    "If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE. "
    Reviewed August 28, 2025
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop FLL - BOS • Nonstop
    $1,184
    $569
    per traveler
    found 1 day ago
    Avi Lux Stay
  • Jan 28 - Feb 2

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    5 nights
    5.0 star property
    8.0/10 - Very good (1 review)
    "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."
    Reviewed June 22, 2016
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop MIA - BOS • Nonstop
    $21,550
    $10,090
    per traveler
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Jan 12 - Jan 17

    Henrosa Hotel + Flight

    South Beach
    5 nights
    3.5 star property
    8.4/10 - Very good (962 reviews)
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - MIA • Nonstop FLL - BOS • Nonstop
    $1,379
    $686
    per traveler
    found 1 day ago
    Henrosa Hotel
  • Jan 28 - Feb 2

    72 Park Miami Beach Boutique Residences by IliosRentals + Flight

    North Beach
    5 nights
    4.5 star property
    8.2/10 - Very good (19 reviews)
    "We had a wonderful stay with our group of three adults and three children! Everything was very comfortable, and the apartment was beautiful, clean, and well-maintained. There is a convenient shuttle service to the beach, but the 10-minute walk is also perfectly fine, even with children. Communication was excellent, and any questions we had were answered quickly. Overall, a very pleasant experience for the whole family. We would definitely recommend this place and would happily stay here again!"
    Reviewed October 17, 2026
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop MIA - BOS • Nonstop
    $2,290
    $1,141
    per traveler
    found 1 day ago
    72 Park Miami Beach Boutique Residences by IliosRentals
  • Jan 13 - Jan 16

    E11EVEN Lifestyle - Pool, Nightlife & Downtown + Flight

    Downtown Miami
    3 nights
    4.0 star property
    10/10 - Exceptional (1 review)
    "Loved this stay! The place was PERFECT. Could not ask for more!! Will definitely staying here again next time I’m in Miami."
    Reviewed October 20, 2026
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - MIA • Nonstop FLL - BOS • Nonstop
    $1,318
    $689
    per traveler
    found 1 day ago
    E11EVEN Lifestyle - Pool, Nightlife & Downtown

Where to stay in and around Long Key

Long Key offers a serene escape in the Florida Keys, perfect for family vacations and outdoor adventures. Explore the tranquil beaches and vibrant atmosphere of both the upper and lower keys during high season, ensuring a memorable and relaxing getaway in this beautiful island destination.

Duck Key

If you are an adventure seeker or planning a romantic getaway, look no further than Duck Key, a charming village known for its stunning beaches and outdoor experiences. Just about 7 miles by car from Long Key, Duck Key offers easy access to attractions like Curry Hammock State Park and Coco Plum Beach, perfect for family fun or relaxing days by the water. With a variety of shopping options and resorts nearby, Duck Key is a smart choice for your vacation stay.

Duck Key

If you are an adventure seeker or planning a romantic getaway, look no further than Duck Key, a charming village known for its stunning beaches and outdoor experiences. Just about 7 miles by car from Long Key, Duck Key offers easy access to attractions like Curry Hammock State Park and Coco Plum Beach, perfect for family fun or relaxing days by the water. With a variety of shopping options and resorts nearby, Duck Key is a smart choice for your vacation stay.

Layton

Discover Layton, a welcoming destination perfectly suited for adventure seekers and families looking for memorable experiences. Nestled in Long Key, Layton offers easy access to beautiful spots like Anne's Beach, the scenic Long Key State Park, and the charming Fiesta Key. With a vibrant atmosphere, it's a fantastic choice for beach enthusiasts and those wanting to explore the great outdoors. The village’s central location makes it a smart booking choice for your stay in the Florida Keys.

Conch Key

Experience the charm of Conch Key, an excellent hub for families and couples looking to immerse themselves in nature and beach activities. This quaint village, located about 5 miles by car from Long Key, offers easy access to attractions like the serene Little Conch Key, the scenic Long Key State Park, and the beautiful Coco Plum Beach. With year-round appeal and peak visitor numbers in February to March and July, Conch Key is a smart choice for your Florida getaway.

Lower Matecumbe Beach

Ideally situated for families and couples seeking a romantic getaway, Lower Matecumbe Beach offers a perfect blend of relaxation and adventure. This charming neighborhood provides easy access to stunning spots like Anne's Beach and the picturesque Fiesta Key, while also catering to outdoor enthusiasts with activities at Bud n' Mary's Dive Center. Located about 6 miles by car from Long Key, Lower Matecumbe Beach makes for an excellent choice for travelers looking to unwind by the shore and explore the vibrant local attractions.

Discover the most popular places to visit in Long Key

Long Key Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

What types of vacation packages are available in Long Key?

Long Key is a beach destination known for outdoor activities and family-friendly attractions, and you can find several types of vacation packages:

  • Beach package: Nearly all package hotels in Long Key offer ocean views, making it easy to find a stay right by the water. Lime Tree Bay Resort, a 3.5-star property rated 8.8 out of 10 by travelers, features an outdoor pool and restaurant, praised for its friendly staff.
  • Best value package: While nearly all hotels fall into the midrange tier, you can find good value by focusing on properties that offer essential amenities. Edgewater Lodge, rated 8.5 out of 10 by travelers, provides a comfortable stay with a kitchen and free WiFi, and travelers frequently praise its comfortable rooms.
  • Couples package: For a relaxed getaway, consider packages with hotels like Lime Tree Bay Resort, a 3.5-star property rated 8.8 out of 10 by travelers, which features a bar/lounge, restaurant, and an outdoor pool, and guests often note the always friendly staff and say they'd definitely return.
  • Family package: Long Key vacation packages can cater to families with hotels offering practical amenities like kitchens and outdoor pools. Edgewater Lodge, rated 8.5 out of 10 by travelers, provides a comfortable stay with a kitchen and free WiFi, and travelers often praise its comfortable rooms.

How can I save money on a Long Key vacation package?

When you bundle, you can save up to 30%*. To save money on a Long Key package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

How much does a Long Key vacation package cost?

A Long Key vacation package typically costs around $1,150 per adult for a week-long trip. Lower-priced options start around $750 per adult, while premium packages can reach up to $1,950.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

How do I find cheap Long Key vacation package deals?

The cheapest Long Key vacation package deals can be as low as around $700 per adult for weekend trips. Separately, September typically has the lowest average monthly prices, around $970 per adult for a 6-day trip, while January follows closely at around $990 per adult for a 5-day trip. Bundling flights and hotel together also typically saves money on a week-long trip — nearly all Long Key vacation package deals include some savings versus booking separately, typically around $185 per adult. Browse cheap vacation packages in Long Key on Expedia for current deals.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

What is the best time to go to Long Key?

The best time to go for a Long Key vacation package if you're seeking value is during January, May, or September, as these months typically offer more affordable prices. September is also a peak booking month for Long Key, and from February to March, indicating popular times for planning trips. Travelers can find good opportunities for a Long Key vacation during these periods.

What's included in a Long Key vacation package?

A Long Key vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Nearly all package hotels offer ocean views, providing direct access to the water. While not a universal inclusion, some hotels, such as Lime Tree Bay Resort, offer free breakfast, and many properties provide free WiFi. You'll likely fly into Miami International Airport (MIA), about 75 miles from central Long Key.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Long Key?

A Long Key vacation package for families can center around a stay at Edgewater Lodge, rated 8.5 out of 10 by travelers. This property offers practical amenities like a kitchen and an outdoor pool, with travelers often praising its comfortable rooms.


For couples, a package built around Lime Tree Bay Resort offers a relaxed setting. This 3.5-star property, rated 8.8 out of 10 by travelers, features a bar/lounge, restaurant, and an outdoor pool, with guests often noting the always friendly staff and saying they'd definitely be back.


Travelers seeking value in a Long Key vacation package might consider Lime Tree Bay Resort. This 3.5-star hotel, rated 8.8 out of 10 by travelers, includes free breakfast and offers kitchenettes in some rooms, making it easy to save on dining.

Is Long Key better suited for a beach vacation or a cultural trip?

Long Key is primarily a beach destination, making it ideal for a relaxing coastal getaway. The area is known for its beautiful shores, with nearly all package hotels offering ocean views. A Long Key vacation offers ample opportunities for swimming, sunbathing, and water activities at spots like Long Key State Park and Anne's Beach.


While the destination's main draw is its natural beauty, visitors can find historical interest at nearby sites such as Indian Key Historic State Park, located about 15 miles away. Ultimately, a Long Key vacation package is best suited for travelers prioritizing sun, sand, and outdoor adventures.

What is the best time to book a Long Key vacation package?

Book your Long Key vacation package around 7 weeks in advance. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 4 and 13 weeks out.


From February to March and September are the most popular months for Long Key packages, so booking earlier is advisable if you're traveling during these times.

What are the top things to do in Long Key?

A Long Key vacation offers a range of outdoor and natural attractions for travelers:


Browse and book things to do in Long Key on Expedia.

How many days do you need for a Long Key vacation?

Most Long Key vacation packages last around 5 days, with nearly all travelers choosing week-long trips. This duration allows ample time to explore the natural beauty of the area, including Long Key State Park and Anne's Beach.


For those wanting to venture further, a week-long Long Key vacation also provides enough flexibility for day trips to Everglades National Park or Indian Key Historic State Park. Some travelers also opt for shorter weekend trips or extended two-week stays, depending on their interests.

Is Long Key a good destination for a weekend vacation?

Long Key can be a good destination for a weekend Long Key vacation package, especially for those seeking a quick beach getaway. While nearly all travelers choose week-long trips, some do opt for shorter weekend stays.


A weekend Long Key vacation allows enough time to enjoy the local beaches and natural areas, such as Long Key State Park or Anne's Beach. For more extensive exploration or day trips to further attractions like Everglades National Park, a longer stay would be more suitable.

Do you need to rent a car in Long Key, or is public transport enough?

For a Long Key vacation package, renting a car is highly recommended for exploring the area at your own pace. While many resorts offer on-site dining and amenities, a car provides the freedom to visit attractions like Long Key State Park or embark on day trips to Everglades National Park.


Travelers arriving via Miami International Airport (MIA), about 75-77 miles away, often find it convenient to pick up a rental car there as part of their Long Key vacation packages with flights. This provides maximum flexibility to enjoy all aspects of your Long Key beach vacation packages.

Are Long Key vacation package hotels conveniently located?

Long Key vacation package hotels are generally conveniently located, offering easy access to the central area and nearby attractions.


For example, Lime Tree Bay Resort, a 3.5-star property rated 8.8 out of 10, is about a 10-minute walk from central Long Key. Edgewater Lodge, rated 8.5 out of 10, is about 2 miles from central Long Key. These locations place travelers close to the destination's natural beauty and local points of interest, making it easy to enjoy a Long Key vacation.

Can I change or cancel my Long Key vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Long Key vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Long Key vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Long Key vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Long Key?

To find last-minute vacation packages to Long Key, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Long Key vacation packages?

Free cancellation on a Long Key vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Long Key vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Long Key getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Long Key vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.