Lower Keys Vacation Packages 2026 from $707

Lower Keys flight + hotel vacation packages

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

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

$707

per person

Nov 9 - Nov 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. WiFi in public areas is free. Self parking, a garden, and luggage storage are also offered.

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,989

per person

Nov 4 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.

Kona Kai Oasis

Old Town Key West

Save 100% on your flight

$1,151

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and luggage storage are also on offer.

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$2,016

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

This hotel features an outdoor pool and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Parrot Key Hotel & Villas

Northside Resort

Save 100% on your flight

$1,177

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free beach shuttle.

Top Lower Keys hotels deals

Parmer's Resort

565 Barry Avenue Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$167 total

Aug 23 - Aug 24

Total with taxes and fees

The private beach and marina are among the highlights at this motel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and free perks like on-the-go breakfast and free self parking.

On private beach

Pool

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 hot tub, bar/lounge, and snack bar/deli.

On private beach

Pool

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

$225 nightly

$253 total

Sep 1 - Sep 2

Total with taxes and fees

A marina and an outdoor pool are featured at this cottage. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-in are also on offer.

Pool

Pet friendly

Sugarloaf Key RV Resort & Cottages

311 Johnson Rd Summerland Key FL

Get rates

An outdoor pool, free self parking, and laundry facilities are featured at this vacation home. WiFi in public areas is free. Luggage storage is also provided.

Pool

Pet friendly

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$134 total

Aug 23 - Aug 24

Total with taxes and fees

This hotel features a marina, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. A bar/lounge and a garden are also provided.

Pool

Parking included

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$108 total

Sep 2 - Sep 3

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A picnic area is also provided.

Pool

Pet friendly

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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.

Stay near popular Lower Keys attractions

A beach with clear turquoise water, a sandy shore, palm trees, and a steel bridge over the water.

Bahia Honda State Park

9.4/10 (50 reviews)

You can take time to visit Bahia Honda State Park during your travels to Big Pine Key. While you're in the area, wander around the natural setting.

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Frequently asked questions

How much are vacation packages to Lower Keys?

Enjoy a memorable travel experience in Lower Keys with a vacation package starting at $707. Reserving your flights and hotels through Travelocity has never been so easy. What's more, our vacation deals will leave you with more savings for loads of fun times.

Where can I get the best vacation package deals for Lower Keys?

For an affordable Lower Keys package deal, nothing compares to Travelocity. Pick from as many as 400 air carriers and 1,000,000 properties worldwide to create your dream adventure — you're spoiled for choice!

Why should I purchase my Lower Keys vacation bundle via Travelocity?

Savings, support and a stress-free booking are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on 24/7 customer support. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.

Will I save money on my Lower Keys car rental if I book it with a hotel or flight?

You can with our Lower Keys vacation packages. With one of these, there are plenty of ways to make your travel budget go further. Bundle any two or more car, flight, hotel and tour bookings and see the savings add up. With a rental car, all the attractions around Lower Keys are within your reach.

What is there to do in Lower Keys?

A diverse and exciting destination, Lower Keys offers some excellent tourist attractions. Boca Chica Nude Beach and Boca Chica Beach are two of the favorites.