Long Key Vacations 2025/2026 from CA $1,002

Long Key flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

CA $1,002

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Stay at this 3.5-star beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $2,961

per person

Dec 1 - Dec 5

just found

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Stay at this 4-star beach hotel in Miami Beach. Enjoy free WiFi, a private beach, and 3 bars/lounges. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $11,389

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Flow Miami Hotel

Downtown Miami

CA $1,052

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Stay at this 3.5-star apartment in Miami. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions Kaseya Center and Bayside Marketplace are located nearby.

ANDAZ MIAMI BEACH, BY HYATT

Mid Beach

CA $3,225

per person

Dec 4 - Dec 8

just found

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Stay at this 5-star luxury hotel in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Top Long Key hotels deals

Lime Tree Bay Resort

68500 Overseas Hwy, Long Key, FL

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this 3.5-star beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Long Key State Park and Fiesta Key are located nearby.

On private beach

Pool

Edgewater Lodge

US Highway 1 MM 65,5, Layton, Long Key, FL

CA $224

CA $253 total

Oct 1 - Oct 2

includes taxes & fees

Book a stay at this beach hotel in Long Key. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Long Key State Park and Walkers Island are located nearby.

Pool

Pet-friendly

Fiesta Key RV Resort

70001 Overseas Hwy, Long Key, FL

Get rates

Book a stay at this beach hotel in Long Key. Enjoy free parking, a marina, and WiFi (surcharge). Popular attractions Fiesta Key and Long Key State Park are located nearby.

Pool

Parking included

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

CA $123

CA $233 total

Oct 1 - Oct 2

includes taxes & fees

Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and MoradaWay Arts & Cultural District are located nearby.

On private beach

Pool

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard, MM 47, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $325

CA $448 total

Oct 1 - Oct 2

includes taxes & fees

Stay at this 5-star luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Vaca Key are located nearby.

Pool

Spa

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

CA $171

CA $270 total

Oct 1 - Oct 2

includes taxes & fees

Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.

On private beach

Pool

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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.

Popular places to visit

Long Key State Park

You can take time to visit Long Key State Park during your travels to Long Key. Wander the beautiful beaches or discover the beautiful sunsets in this relaxing area.

Long Key Vacations

A bit of planning can mean the difference between a good vacation and an epic one! Wander wisely in Long Key by familiarizing yourself with some basic facts about it before you dash off.

This town lies 14 miles (23 kilometers) southwest of Islamorada. It is also 19 miles (31 kilometers) northeast of Marathon.

Places to visit in Long Key

Time spent with nature has been shown to improve both your emotional and physical well-being. Take a trip to Long Key State Park and enjoy the benefits of connecting with the natural environment. Need some more ideas? There is something bewitching about the murmuring swell of the sea. Unfold a picnic chair, sit back, relax and enjoy the ocean's ever-changing moods at Anne's Beach.

Where do you fly into for Long Key?

The thrill and excitement of exploring a totally new destination never gets old. Once you've safely touched down at Homestead Air Reserve Base Airport (HST), the center of Long Key will be only 55 miles (89 kilometers) to the southwest away.

Frequently asked questions

How much are vacation packages to Long Key?

Travelocity has flight and hotel vacation packages starting at an incredible CA $1,002. With these kinds of bargains, you'll be exploring all of Long Key in a flash.

How long should my Long Key vacation be?

Your Long Key vacation can be as long as you like, but most travelers stay around 3 nights. Want to hop off the beaten path and discover some less touristy sights? Lock in a few more nights and see another side of this place.

Where can I get the best vacation package deals for Long Key?

Travelocity will be able to help you snap up an awesome Long Key package deal. With 400 airlines and 665,000 properties across the world, you're bound to find the perfect combination.

Why should I book my Long Key vacation package via Travelocity?

You'll not only save loads, but you'll also have access to our 24/7 customer support, excellent service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, uncover hidden sights and forge long-lasting memories — we'll take care of the little details.

Can I save on my Long Key car rental if I combine it with my hotel or flight?

You most certainly can — combine your hotel, flight and car into a Long Key vacation package and you'll save a handsome sum. With so much to see and do in and around Long Key, that rental car will make exploring easy. Once you've buckled yourself in, turn up the tunes and head toward PortMiami, a renowned attraction about 121 kilometersfrom Long Key.

What is the best time of year to go to Long Key?

You'll land the lowest hotel prices around and pay the highest prices during . It's generally more relaxed in , while you'll have plenty more like-minded travelers to hang out with in the months of . It all comes down to what prices you're willing to pay, the weather conditions and how well you handle crowds.

What is there to do in Long Key?

Long Key State Park is just one of the awesome sights that make Long Key such a popular tourist destination. But allow yourself enough time to explore its lesser-known attractions too. This is sometimes where the best vacation memories are created.

Where should I stay when visiting Long Key?

The Lime Tree Bay Resort is recommended by many visitors. Book now before it's too late.

Can I go on vacation to Long Key at this time?

Learn all the info that's important relating to quarantine policies and travel restrictions ahead of your journey to Long Key. Our Covid-19 Travel Advisor is full of advice to help make your trip relaxed and stress-free.