Sugarloaf Key Vacation Packages from $460

Flight and hotel packages to Sugarloaf Key

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

1 Hotel South Beach

South Beach

per person

Jul 18 - Jul 23

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Jul 18 - Jul 21

Roundtrip flight included

Newark (EWR) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Mayfair House Hotel & Garden

Coconut Grove

Save 100% on your flight

per person

Jun 18 - Jun 23

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. You'll appreciate the 24-hour gym, poolside bar, and rooftop terrace.

Holiday Isle Yacht Club

East Fort Lauderdale

Save 100% on your flight

per person

Jul 19 - Jul 24

Roundtrip flight included

Boston (BOS) to Miami (MIA)

An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

May-Dee Suites

Hollywood Hills

Save 100% on your flight

per person

Jun 27 - Jul 3

Roundtrip flight included

Boston (BOS) to Miami (MIA)

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

Top Sugarloaf Key hotel deals

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939, Summerland Key, FL

Get rates

The private beach and marina are among the highlights at this hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the spa tub, bar/lounge, and snack bar/deli.

Hot Tub

Pet friendly

Havana Cabana at Key West - Adults Only

3420 N. Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$183

per night

Jun 10 - Jun 11

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and perks like free self parking.

Hot Tub

Pet friendly

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$207

per night

May 22 - May 23

A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.

Pet friendly

Breakfast available

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$259

per night

May 12 - May 13

This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.

Southernmost Beach Resort

1319 Duval Street, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$298

per night

May 27 - May 28

This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.

Breakfast available

Spa

La Concha Key West

430 Duval St, Key West, FL

$224

per night

May 22 - May 23

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.

Breakfast available

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 in Sugarloaf Key

Key West Golf Club

4/5(52 reviews)

Play a round of golf in Key West at Key West Golf Club, and enjoy other activities such as boating. Amble around the area's seaside or seek out the biking trails.

Florida Keys Beaches

4/5(519 reviews)

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Stock Island Yacht Club & Marina

4.5/5(2,254 reviews)

Explore the waterfront of Stock Island Yacht Club & Marina and enjoy activities such as boating in Key West. Discover the area's beautiful sunsets and lively bars.

Photos of local treasures

Sugarloaf Shores featuring a sunset and tropical scenes

Frequently asked questions

How much are vacation packages to Sugarloaf Key?

Travelocity offers flight and hotel packages from just $460. With such amazing deals, you’ll be saying hello to Sugarloaf Key before too long.

How long should my Sugarloaf Key vacation be?

Many travelers like to spend roughly 2 nights in Sugarloaf Key. But that’s not set in stone. Whether you opt to stay for a matter of days or weeks, you’ll enjoy discovering all the fantastic things that this place has to offer.

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

There are incredible Sugarloaf Key package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties worldwide? Remember this when you’re ready to cross another destination off the old bucket list.

Why should I purchase my Sugarloaf Key vacation bundle via Travelocity?

From enchanting destinations to memorable experiences, we have everything you need to satisfy your wanderlust. Our 24/7 support will also make sure you’re taken care of during your trip. And don’t panic if you notice a lower price on your booking, we’ll match it. That’s our Price Match Guarantee.

Can I save on my Sugarloaf Key car rental if I bundle it with hotels and flights?

Combining your flight, hotel and car into a Sugarloaf Key vacation package is the best way to score an amazing deal. Plus, having your own set of wheels gives you the freedom to find your way to all those famous sights you want to check out. Sitting 120 mi away from Sugarloaf Key, PortMiami is one attraction that should have a place on your itinerary. Top up the tank and make a day trip of it.

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

Going in the low season, April, September and October, has its upsides — think more affordable airfares and hotels and less bumping elbows with hordes of tourists. But there’s magic in the air in the busiest season. More events will be staged and more attractions will be open in February, March and November. If you want to stretch your budget, has the thriftiest hotel rates. Expect to pay more for a bed in .

Which airport is best for Sugarloaf Key?

Key West Intl. Airport (EYW) is roughly 14 mi west of central Sugarloaf Key.

What is there to do in Sugarloaf Key?

While venturing off the beaten track is rewarding, you shouldn’t ignore the well-known sights that make a place famous. Sugarloaf Beach and Upper Sugarloaf Sound are just two of them in Sugarloaf Key.

Where should I stay when visiting Sugarloaf Key?

If you’re looking for a place to spend your nights, have a look at the Sugar Loaf Lodge. It’s the top choice for many visitors.