Plantation Key Vacation Packages 2025/2026 from $396

Plantation Key flight + hotel vacation packages

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

President Hotel

South Beach

Save 100% on your flight

$396

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features an outdoor pool and a bar/lounge. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a terrace, and a garden are also offered.

Hawks Cay Resort

$2,116

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

This luxury hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area.

The Shelborne By Proper, a Member of Design Hotels

South Beach

$857

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A private beach, a 24-hour gym, and a restaurant are all featured at this boutique hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$7,492

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Cavalier Hotel South Beach

South Beach

$469

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Top Plantation Key hotels deals

Treasure Harbor

200 Treasure Harbor Dr, Islamorada, FL

$255 nightly

$287 total

Nov 18 - Nov 19

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.

Pool

Parking included

Creekside Inn

90611 Old Highway, Tavernier, FL

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$201 total

Dec 1 - Dec 2

Total with taxes and fees

This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.

Pool

Pet friendly

Ragged Edge Resort & Marina

243 Treasure Harbor Dr, Islamorada, FL

$155 nightly

$175 total

Nov 19 - Nov 20

Total with taxes and fees

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

Pool

Parking included

Reefhouse Resort & Marina

103800 Overseas Hwy, Key Largo, FL

Free Cancellation

Reserve now, pay when you stay

$269 nightly

$298 total

Nov 17 - Nov 18

Total with taxes and fees

This smoke-free hotel features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with kayaking.

On private beach

Pool

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$206 total

Nov 19 - Nov 20

Total with taxes and fees

A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at the bar/lounge and enjoy perks like free continental breakfast and free WiFi.

On private beach

Pool

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Free Cancellation

Reserve now, pay when you stay

$265 nightly

$299 total

Nov 30 - Dec 1

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities.

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

Founders Park

Play soccer, baseball and volleyball just meters from the Atlantic Ocean before you dive into the water at this family-friendly beach park.

Florida Keys Dive Center

Enjoy the collegiate vibe at Florida Keys Dive Center as part of your travels around Tavernier. Amble around this family-friendly area's seaside and enjoy its top-notch restaurants.

Islamorada County Park

Enjoy the beautiful sunsets and explore Islamorada County Park, a lovely green space in Islamorada. Discover the seafood restaurants and entertainment choices in this family-friendly area.

Frequently asked questions

How much are vacation packages to Plantation Key?

You'll be pleasantly surprised — you can recharge your batteries in Plantation Key for a paltry $396. Let Travelocity save you money and time with our excellent vacation packages. With flights, hotels and experiences all ready to go, what's holding you back?

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

For an affordable package deal to Plantation Key, head straight to Travelocity. Select from 400 airlines and 1,000,000 properties across the globe to create your ultimate escape — it couldn't be simpler.

Why should I purchase my Plantation Key vacation package via Travelocity?

With our Price Match Guarantee, we'll match any lower price you're able to find. Add on our 24/7 customer support and top-shelf service and your dream vacation is well within reach.

Will I save money on my Plantation Key car rental if I bundle it with a hotel or flight?

You bet — and booking one of our Plantation Key vacation packages is a smart way to do this. Bundle any combination of a car, flight, hotel and experience and score great discounts. The more you book, the more you save. There are plenty of big-name sights in and around Plantation Key to put on your itinerary, including Vizcaya Museum and Gardens (55 mi from Plantation Key). Nothing tops exploring thrilling places like this with the freedom of your own set of wheels.

What is there to do in Plantation Key?

Follow the tracks of fellow travelers and head over to Founders Park. No trip to Plantation Key is complete without swinging by this notable attraction.