11 Best All-Inclusive Resorts in Key West for Families

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Home to the southernmost point in the U.S., Key West is an ultimate family getaway destination known for its beaches, water sports, historic sites and unique architecture. But whether you choose to spend the day with your toes in the sand, splashing at the pool or sailing the turquoise waters, it’s better when it’s all at your fingertips! Here are our picks for the best all-inclusive resorts in Key West and the Florida Keys for your family tropical island getaway.

Just an hour’s flight and 3.5 hour drive from Miami, Key West is one of the best Florida destinations for a day trip, weekend trip or long vacation with the family. In the Florida Keys there are plenty of activities to do on both the water and land. Imagine deep-sea fishing with a world-renowned fishing expert, or diving the nation’s only living barrier reef. Or, watching an incredible sunset at a festive, nightly celebration with the family.

Do your kids love sea creatures or butterflies? There’s the Key West Aquarium and the Key West Butterfly and Nature Conservatory. And those are just a few of the incredible family-friendly things you can do while on vacation in Key West! The best part is that there are several resorts and hotels that make all of the above easy and affordable.

While there’s only one true all-inclusive resort in Key West (which happens to be for adults only), there are many resorts that have inclusive packages and an all-inclusive feel. Here’s our roundup of the 11 best all-inclusive family resorts for your Florida Keys getaway.

At the resort marina, you can rent a boat to explore or partake in one of the many water sports. Photo credit: Gwen Kleist

103800 Overseas Highway Mm 103.8
Key Largo, FL
(305) 453-0000

Located right on Key Largo Bay, the Reefhouse Resort and Marina (formerly Key Largo Bay Marriott Beach Resort) is packed with amenities to give it the feel of an all-inclusive resort in Key West.

TravelingMom contributor Gwen Kleist traveled to the resort with her kids and felt there was more than enough to keep the whole family busy. In her words, “This family-friendly Florida Keys hotel had everything my family needs: lots of things to do, great dining options, spacious rooms and waterfront views.”

In addition to its private beach, the resort has a heated outdoor pool as well as its own marina/dive shop where you can rent a boat, kayak or paddleboard. You can also sign up for parasailing, glass-bottom boat tours, diving tours and snorkel or scuba excursions. According to Gwen, “The beach is calm and lovely – perfect for kids – and we especially loved the swim-up floating docks.

Outside of the water you can rent a bike to take a stroll around the property, play a game of volleyball work up a sweat at the fitness center or get a relaxing massage at the spa. There’s also live entertainment with incredible views at the Tiki Bar. Or, just kick back and take in the breeze from one of the relaxing hammocks or lounge chairs.

Why Reefhouse Resort and Marina is great for families:

  • Beachfront location with calm, swimmable waters
  • Spacious, comfortable, recently renovated rooms with beautiful views and free wifi
  • A wealth of onsite activities keeps kids happy and busy
  • Complimentary beach chairs for hotel guests
  • Dog-friendly, so you can bring your furry family member

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A colorful water play structure with a large purple octopus at the Islander Resort, one of the best all-inclusive resorts in Key West.
Even the littlest vacationers will have a blast at the colorful splash pad. Photo credit: Islander Resort

82100 Overseas Highway
Islamorada, FL 33036
(305) 664-2031

Located on the white-sand shoreline of Islamorada, the Islander Resort has all the offerings of an all-inclusive resort in Key West. There is something for all ages to enjoy, making it one of the best resorts for families.

In addition to its picturesque waterfront location, the resort offers two saltwater pools, a hot tub and a splash pad for the kids. There’s plenty of on-site water sports and activities to do for all ages including snorkeling, fishing, boating, kayaking and paddleboarding. There are also plenty of land activities for the family to enjoy including biking, volleyball, shuffleboard, ping-pong and basketball. Additionally, there’s a butterfly garden and a dog park for your furry family member to run and play, should you bring them with you.

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For a fun off-resort adventure, book a private charter and visit the Islamorada sandbar, do some snorkeling or watch the sunset. If you prefer to stay off the water, downtown Islamorada has plenty of unique boutiques and art galleries to pass the time. And when you’ve worked up an appetite, you can choose from two on-site restaurants serving up delicious seafood and island-inspired cuisine.

Why Islander Resort is great for families:

  • Two swimming pools and a kids’ splash pad
  • Spacious multi-bedroom suites with full kitchens and washer and dryer
  • Plenty of beach games and daily activities for the family to enjoy together
  • On-site water sports such as paddleboarding, kayaking and snorkeling

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A large pool surrounded by palm trees at the Cheeca Lodge and Spa, one of the best all-inclusive resorts in Key West for families.
Cool off with a dip at the shaded family pool. Photo credit: Cheeca Lodge and Spa

81801 Overseas Hwy
Islamorada, FL 33036
(305) 664-4651

If you’re looking for an all-inclusive resort in Key West that will keep your family active from sun-up ‘till sundown, the Cheeca Lodge and Spa is the place to be. With numerous kid-friendly recreational activities right there at the resort, it’ll be impossible for any family member to get bored.

Located right on the beachfront, Cheeca Lodge and Spa is the place to be for the serious anglers in the family. In addition to its water sports facility and fishing pier, you can easily charter a boat and find more than 500 species of fish not far from the shore. There are also a number of other water-related activities available at the resort including snorkeling, kayaking, scuba diving, or swimming in one of its two heated pools. If you’re feeling adventurous, you can give windsurfing or parasailing a try. With unlimited use of fishing and water sports equipment, you won’t have to worry about bringing your own.

Outside of the water there’s just as much to see and enjoy including a 9-hole golf course, six tennis courts, kid’s center, fitness center and spa. Or, explore the island using one of the complimentary cruiser bikes. When you want to get off the resort for a bit, the Windley Fossil Reef Geological State Park is just five miles away.

After you’ve worked up an appetite, head to one of the resort’s three restaurants or stop by the Tiki Bar for a snack and cool, refreshing beverage.

Why Cheeca Lodge and Spa is great for families:

  • Family pool as well as an adults-only pool
  • Kids activity center and environmental program for kids
  • Numerous water and land activities for all ages
  • Suites available with oversized tubs and full kitchens.

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Playing in the pool at Hawks Cay Resort.
Main resort pool at Hawks Cay. Photo credit: Heidi Gollub

61 Hawks Cay Blvd
Duck Key, FL 33050
(866) 347-2675

Located on the island of Duck Key, Hawks Cay Resort is an all-inclusive resort near Key West that gives kids, teens and adults all something to rave about during their family vacation. If you love the water, you’ll want to add this resort to your list.

Guests at Hawks Cay resort can enjoy five swimming pools, a saltwater lagoon and a full-service marina. There are a number of aquatic activities to enjoy including fishing, kayaking, standup paddleboarding and kiteboarding. Hawks Cay resort is also home to the only resort-based Dolphin Connection program in the continental U.S. with daily viewings of bottle-nosed dolphins.

Outside of the water there’s tennis, a fitness center and a spa. But perhaps the best part for families is the kids club with age-appropriate activities, arts and crafts, a pirate ship pool, playground, putting course, basketball and volleyball. Teenagers in the family also have plenty to do and see including a game room with board games, video games, and a foosball table.

TravelingMom contributor Heidi Gollub suggests booking a fishing charter during your Hawks Cay stay. “Charter fishing trips are available for half-day and full-day. They’re quite pricy, but you can take what you catch to the Angler & Ale restaurant and they’ll cook it for you to eat for dinner!” Read her full Hawks Cay Resort review.

Angler and ale is one of six restaurants to choose from when you’ve worked up an appetite after a day on the water. Or, if you’re a larger family staying in one of the cottage vacation rentals, you can have fresh groceries delivered straight to your door!

Why Hawks Cay Resort is great for families:

  • Numerous services, amenities and activities just for kids and teens
  • Coral Cay Activities and Adventure Kids Club where parents can join in on the fun
  • Multi-bedroom suites and family guest rooms with bunk beds
  • Grocery delivery for guests saying in cottage vacation rentals

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A mom and her son pose in an oversized beach chair at the Southernmost Beach Resort, one of the best all-inclusive resorts in Key West for families.
Located on the popular Duval Street, there are several must-see attractions and photo ops. Photo credit: Southernmost Beach Resort

1319 Duval St
Naval Air Station Key West, FL 33040
(305) 296-6577

For families looking for an all-inclusive resort in Key West that puts them in the middle of all of the action, the Southernmost Beach Resort is the place to be.

This family-friendly resort has just about everything you need at your fingertips. When you want to splash around and soak up some sun, you can choose from two beaches, three heated pools or a private tanning pier with ocean access. Adults and kids alike will love the private man-made beach with hammocks, refreshments and games such as corn hole, ping pong, board games, coconut bowling and foosball. For the family yogi, there’s also beach yoga twice a week!

Outside of the water, you can keep up your exercise routine at the fitness center, or head to the spa for a massage. There are daily activities and live music to keep everyone on their toes. And when you want to get out and explore, you can have the concierge book you an exciting excursion or tour.

Situated at the end of Duval Street (also known as the island’s “main drag”), the resort is also near several popular attractions, nightlife, restaurants and bars. You can snap a family photo at America’s Southernmost Point, or join the classic Sunset Celebration from Mallory Square. The resort is also just a one minute walk from the Key West Butterfly and Nature Conservatory.

Why Southernmost Beach Resort is great for families:

  • Conveniently located to the island’s most popular attractions
  • Numerous games and activities for family members of all ages
  • Spacious suites and multi-bedroom residences ideal for families

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An overhead view of a large oceanfront pool at dusk at the Hyatt Centric Key West Resort, one of the best all-inclusive resorts in Key West for famililes.
An overhead view of the beautiful resort pool and grounds. Photo credit: Hyatt Centric Key West Resort

601 Front St
Key West, FL 33040
(305) 809-1234

One of the top-ranked resorts by Conde Nast Traveler, the Hyatt Centric Key West Resort is a tranquil, boutique all-inclusive-style resort with plenty to do for the whole family.

Located right on the water, you can soak up all the sun and sand you want from the hotel’s private beach, dock or waterside deck. There you can also rent a jet ski or jet boat to explore the area by water. The resort also has a year-round swimming pool with aqua yoga classes, 24-hour fitness center and a spa with a nail salon.

My eight-year-old son LOVES turtles and could easily spend part of the day at the hotel’s turtle sanctuary or roasting s’mores at the beach firepit. For the older kids and teens, there’s a 24-hour recreation area with games such as chess, checkers, cards and foosball. Meanwhile, adults can take advantage of the resort’s craft-cocktail tastings.

The resort is a short walk from the lively Duval Street, packed with fun shops, restaurants, live music, historic museums and popular island attractions. You’ll definitely want to take advantage of the hotel’s two-hour bike service to tour the island. Or, you can book a charter boat from the hotel dock and explore the breathtaking Key West scenery from the water.

Why Hyatt Centric Key West Resort is great for families:

  • 24-hour recreation area
  • Pool noodles, towels and sunscreen available at the pool
  • Laundry and dry cleaning services available

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Two young children standing at the top of a large pool at the Tranquility Bay Beach House Resort, one of the best all-inclusive resorts in Key West for families.
The shallow, zero-entry pool is great for younger swimmers. Photo credit: Tranquility Bay Beach House Resort

2600 Overseas Hwy
Marathon, FL 33050
(844) 209-6758

Located in the town of Marathon, Tranquility Bay Beach House resort is a tropical Florida Keys resort that has something for all family members and ages to enjoy. Marathon is known to be a world-class destination for family vacations, so if you’re looking for the feel of an all-inclusive resort in Key West without sacrificing the fun for the adults or the kids, this is one of the best hotels to choose.

This resort has a private beach, three sparkling swimming pools. To keep you active, there are a number of on-site water sports to choose from including kayaking, jet skiing, diving, snorkeling or sailing on a Hobie Cat. For a fee, the kids aged 5-9 can take classes to teach them the basics of snorkeling and scuba diving.

Not feeling being out or in the water? There’s a putting green, beach volleyball court and spa at the resort. There’s also tons for the whole family to do just outside of the resort such as parks, beaches, a Turtle Hospital, Dolphin Center, Aquarium and Seven-Mile Bridge, the longest bridge in the Florida Keys.

Why Tranquility Bay Beachfront Hotel and Resort is great for families:

  • Zero-entry pool with shallow water for younger children and non-swimmers
  • BabyQuip rental service that delivers baby and toddler items such as cribs, pack n’ plays, high chairs, booster seats, strollers, toys, gates and beach gear
  • Snorkeling and diving classes for kids ages 5-9

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A beach volleyball net surrounded by palm trees at the Sunset Key Cottages, one of the best all-inclusive resorts in Key West for families.
The perfect setting for a fun game of beach volleyball. Photo credit: Sunset Key Cottages

245 Front St
Key West, FL 33040
(305) 292-5300

Located on an exclusive 27-acre private island just off of Key West, Sunset Key Cottages is an all-inclusive-style resort excellent for those looking for a tranquil, family getaway in the Caribbean.

In addition to a pristine and spacious white-sand beach with tropical panoramic views, guests have access to a sparkling zero-entry swimming pool, two whirlpools with waterfall, two tennis courts and spa. Adventurers can give water activities such as scuba diving, parasailing and kayaking a try. Or, rent a private charter to do some deep-sea fishing.

Every morning you’ll wake up to a basket of freshly baked breads and fruit delivered right to your door. Kids and adults alike will have their ears open every afternoon for the bell of “Sweets Served Daily,” where a colorful “conch cruiser” pulls up to serve ice cream and treats.

The resort has one oceanfront luxury restaurant as well as beach and poolside service via the pool bar. However, families who want to do their own cooking during their vacation can arrange for groceries to be pre-stocked with their favorite items before arrival. As a mom of a child with picky taste and multiple food allergies, this option is a lifesaver for me!

And just because you’re on an island doesn’t mean you have to stay there. The resort also offers a complimentary 24-hour shuttle to Key West to enjoy all the festivities of Duval Street.

Why Sunset Key Cottages is great for families:

  • Numerous family-friendly activities and excursions
  • Complimentary breakfast basket delivered each morning
  • Grocery delivery service available to pre-stock your cottage
  • Multi-bedroom cottages, ideal for families

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An overhead view of a large oceanfront pool at Isla Bella Beach Resort, one of the best all-inclusive resorts in Key West for families.
Take a dip in the massive 4,500 square foot oceanfront pool. Photo credit: Isla Bella Beach Resort

1 Knights Key Boulevard MM 47
Marathon, FL 33050
(305) 481-9451

Located in the family-friendly Marathon, Isla Bella Beach Resort is self-proclaimed as “the Ultimate Resort Destination in the Florida Keys.” With more than a mile of beachfront, tons of activities and spacious oceanfront rooms, you’ll enjoy your family vacation whether in your room or out and about in the resort.

In addition to its beautiful, sandy stretch of beach, this resort boasts several complimentary amenities to enjoy with the entire family. There are five oceanfront pools (including one massive 4,500 square foot pool), spa, and a state-of-the-art fitness center. Water lovers will love the marina with water sports such as kayaking, parasailing, snorkeling, jet skiing, fishing, scuba diving and harbor cruises. When you just want to relax, grab one of the complimentary hammocks to take in the ocean breeze. Or, use the Isla Bella telescope to admire the stars at night. You can also book a private charter from the marina for a fishing trip with internationally-renowned fishing expert Captain Jack Carlson.

There are also several complimentary resort activities such as bicycle rentals, sunset celebrations, beach yoga classes and mini-golf. Additionally, there’s plenty of family-friendly games such as bocce, giant chess and corn hole.

And at the end of a busy day, there are multiple dining options to choose from. There’s a restaurant, marketplace, beach bar, grab and go and poolside food and beverage service.

Why Isla Bella Beach Resort is great for families:

  • Lots of complimentary family-friendly amenities and activities
  • Spacious multi-bedroom suites with beachfront walk-outs
  • Daily activities just for kids such as sandcastle building, arts and crafts and games

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Several kayaks and boats on a sandy beach front at the Parrot Key Hotel, one of the best all-inclusive resorts in Key West.
Water lovers have several water sports and activities to choose from. Photo credit: Parrot Key Hotel

2801 N. Roosevelt Boulevard
Key West, Florida 33040
(888) 211-0348

While not a fully all-inclusive resort in Key West, the Parrot Key Hotel has several inclusive amenities, activities and an inclusive dining plan. Just minutes away from downtown Key West, this resort offers a great value for a relaxing family vacation.

In addition to spacious and picturesque guest rooms with ocean views, the resort also offers several luxurious amenities. There are four pools, exclusive white-sand sunbathing terraces and a fitness center. If you’re into artwork, you’ll love the resort’s internationally-recognized artwork and sculpture gardens. If you want to head to Duval Street or to Smather’s Beach (the largest beach in Key West), there’s a complimentary shuttle to get you there.

The kids will be kept busy with beach toys, games and activities such as a kids scavenger hunt. At Smather’s Beach, you can rent discounted equipment for water sports such as paddle boarding, kayaking and parasailing.

When you’ve worked up an appetite, head to the poolside Grove Kitchen & Bar with a special menu for the little ones.

Why Parrot Key Resort is great for families:

  • Kids scavenger hunts and family beach games including Yahtzee, paddle ball and bocce ball
  • Inclusive dining plan with free meals for kids under the age of 10
  • Four swimming pools including a family pool and adults-only pool
  • Private balconies, patios or porches in all rooms
  • Complimentary shuttle to Duval Street and Smather’s Beach

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Several kayaks and small boats on a sandy beach at the Casa Marina Key West, one of the best all-inclusive resorts in Key West for families.
Take your pick: Catamaran or kayak? Photo credit: Casa Marina Key West

1500 Reynolds Street
Key West, Florida 33040
(305) 296-3535

The Casa Marina luxury resort that has all you need to make you feel like you’re vacationing at an top-notch all-inclusive resort in Key West. With more than 1,100 feet of private beach (the largest in Key West) and an array of fun things to do for all ages, it’s hard for even my picky son to complain that there’s nothing to do!

There are two heated outdoor pools, volleyball, table tennis, corn hole and complimentary hammocks for relaxing and taking in the ocean breeze. There are also onsite equipment rentals such as bicycles and mopeds for exploring the area. Water lovers have access to water sports such as deep-sea fishing, jet skiing, windsurfing and catamaran cruising. You can also go diving in the nation’s only living barrier reef. For the adults, there’s an onsite fitness center, spa, and vibrant nightlife just minutes away.

The onsite restaurants feature delicious dining options as well as a designated children’s menu for the little ones. There’s also a snack shop for when you need to grab a quick bite between meals.

As a guest, you also get access to its sister resort, The Reach Key West, with access to even more amenities and activities. For example, you’ll have access to more water sports, a fitness center, life size chess and bocce. There’s also a sparkling pool and access to the only private natural sand beach. It’s like getting two vacations in one!

Why Casa Marina Key West is great for families:

  • Children under the age of 16 stay free
  • Restaurants with children’s menus
  • Babysitting services available
  • Laundry and dry cleaning services available
  • Airport transportation
  • Access to sister resort and amenities

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