Pristine coastlines, turquoise seas, and a laid-back attitude all define the gorgeous destination of the Florida Keys. This quintessential American beach escape draws in millions of tourists each year.
The Florida Keys are located at the Southernmost tip of the United States in Florida. Some key things to do in the keys revolve around the gorgeous water and nature found on each island. Key West is also known for its historic old town that famed author Ernest Hemmingway called home for a while.
The Keys are close to one of the United State’s least visited national parks – Dry Tortugas. Many park visitors stay in one of the keys and take a boat excursion to the landmark. It is an excellent place to snorkel, check out some wildlife, and learn the region’s history.
Beyond beaches, the Florida Keys are known for their rich history and boating culture. For years, the keys were cut off from the mainland and had a heavy population of fishermen.
This slower pace of life can still be found today. Many residents choose to live in the Keys during the colder half of the year before returning back home for the summer.
Cost for an All-Inclusive Florida Keys Resort
The average cost of a four-night, all-inclusive trip to the Florida Keys for one person is $1,264. For couples, expect to pay at least $2,528. The average price for the Florida Keys’ peak season between November and February is around $1,643. Alternatively, traveling during the low season of June through October will set a tourist out about $885.
The Florida Keys has plenty of enticing activities to check out. Some of the best include jet skiing, snorkeling, and checking out Key West’s old town. The Florida Keys offer easy access to these adventures and more.
Key West is the most well-known of the Keys due to its famous residents and boisterous fanfare. However, there are a total of 800 different Keys in the archipelago. Many are uninhabited and challenging to get to. However, this shows that there is plenty more to do than Key West.
The famous Baker’s Cay Resort in Key Largo is our top pick for the best all-inclusive family resort in the Florida Keys for a reason. It has plenty to offer beyond pristine beaches and relaxation.
And, if you need a ride from the airport to your resort, try out a luxurious car service for a stress-free journey to your all-inclusive resort.
Find The Perfect All-Inclusive Resort For Your Family
1. Baker’s Cay Resort, Key Largo
Baker’s Cay Resort is a stunning oceanside oasis in Key Largo, Florida. The property encompasses 15 private acres for guests to enjoy. This includes swimming pools, ocean access, a spa, and outdoor recreation.
The large resort has plenty of fun amenities and activities to enjoy with the whole family. There are two onsite tennis courts, a sprawling white sand beach, and access to both bayside and oceanside coastlines. It is the perfect place to relax. There are so many places to lounge, guests could choose a new view every day.
The bayside beach has calm waters perfect for kids, while older family members may enjoy splashing around in the seaside waves. There are few resorts in the world that have two different coast options.
Baker’s Cay is the premier destination for luxury. It is owned by Hilton’s Curio Collection – their highest tier of elegant stays.
The resort has a handful of onsite restaurants for guests to enjoy. One of the best offers a taste of the Caribbean with creole food. There are also plenty of sustainable seafood choices. It is all freshly caught and local to the Caribbean.
Guests can choose from a range of rooms at Baker’s Cay. The majority overlook either the ocean or the bay. The largest suite can even accommodate a family of four.
The estimated cost of a four-night stay in Baker’s Cay resort starts at $3,557.
Address: 97000 Overseas Hwy, Key Largo, FL 33037
Phone: (305) 852-5553
Website: Baker’s Cay Resort
Booking.com Rating: 8.4
2. Parrot Key Hotel and Villas
Parrot Key Hotel and Villas is a tropical oasis in the southernmost point of the United States – Key West. It is the perfect balance between a luxury resort and having plenty to do with the family.
One of the choice activities at Parrot Key is the white sand terraces. These platforms by the beach come with soft sands perfect for enjoying some time in the sun.
There is also beach access, non-motorized watersports, four pools, and plenty of kid-friendly activities like scavenger hunts. The resort has a kids club, so parents can leave their children under expert supervision when they need to get away.
Dining options at Parrot Key Hotel and Villas are expansive. There are casual cafes, an upscale kitchen, a poolside bar, and more.
The accommodation options at Parrot Key include water view and waterfront suites. Some offerings even include private porches and balconies to relax with the soft lull of the sea breeze.
The estimated cost for a four-night stay at Parrot Key Hotel and Villas is approximately $1,883.
Address: 2801 N Roosevelt Blvd, Key West, FL 33040
Phone: (888) 665-6368
Website: Parrot Key Hotel and Villas
Booking.com Rating: 8.4
Related Read: 20 Best Clear Water Beaches in Florida
3. Ocean Key Resort and Spa
Ocean Key Resort & Spa in Key West is a stunning seaside destination perfect for the whole family. This resort is in the heart of the exciting dining, shopping, and nightlife that Key West is known for.
The resort has a handful of exciting amenities to check out. One of the most luxurious is a boutique waterfront spa. Get a relaxing massage or facial as you’re serenaded by the soothing sounds of moving waves.
Ocean Key is also popular due to its location. It is in the heart of Key West and within walking distance to the historic Old Town. However, with the amenities and dining options, guests may find it hard to leave the gorgeous property.
The resort also has a stunning restaurant and bar on the waterfront. Enjoy a decadent meal on the sea and then spend time at Sunset Pier for some hotel nightlife. The resort brings in live entertainment almost every night.
The accommodations at Ocean Key are gorgeous and meticulously designed with handpainted finishings and seaside inspiration. The rooms are unique, colorful, and have everything necessary to make a vacation special. Many are also oceanfront or have partial ocean views.
The estimated cost for a four-night stay at Ocean Key is approximately $3,396.
Address: 0 Duval St, Naval Air Station Key West, FL 33040
Phone: (305) 809-8072
Website: Ocean Key Resort & Spa
Booking.com Rating: 8.7
4. Reefhouse Resort & Marina
Reefhouse Resort & Marina packs in plenty of luxury in a kid-friendly atmosphere. It is located on the tranquil island of Key Largo and is surrounded by calm waters, white sands, and plenty to do.
The resort offers enough activities and amenities to entertain the whole family. It comes equipped with a private beach on Key Largo Bay, excursions like glass bottom boat tours, a fitness center, and more.
The Reefhouse Resort & Marina has excellent dining options. There are three onsite restaurants, including an upscale seafood establishment and a tiki bar with cocktails and small bites. Enjoy a meal poolside or in a gorgeous waterfront restaurant without leaving the property.
Rooms at the Reefhouse Resort & Marina include bay view and bayfront suites. Some also have a balcony perfect for soaking up the sun and salty air without leaving your hotel room.
The starting cost for a four-night stay at Reefhouse Resort & Marina is approximately $1,676.
Address: 103800 Overseas Highway Mm 103.8, Key Largo, FL 33037
Phone: (305) 453-0000
Website: Reefhouse Resort & Marina
Booking.com Rating: 8.2
Related Read: 10 Best Romantic Getaways In The Florida Keys
5. Tranquility Bay Beachfront Hotel and Resort
Tranquility Bay Beachfront Hotel and Resort is perched on the white sandy beaches of Marathon, Florida. This tranquil destination is a stunning resort perfect for the entire family to enjoy.
Some key amenities include three onsite pools and private beach access. Marathon is a town that attracts world-class guests, so expect premier luxury in your stay here. Watersports are included in your stay, such as kayaking, snorkeling, and even sailing excursions.
There are two onsite dining options at Tranquility Bay Beachfront Resort. The casual, poolside tiki bar features light bites and cocktails to enjoy by the sea. There is also a more upscale option called the Butterfly Cafe. This option has fresh-caught seafood and open-air dining.
Tranquility Bay is a top-rated resort for room comfort. Some of the options include rooms and suites with water views as well as house options. The houses are perfect for larger families who want to spread out.
The starting cost for a four-night stay at Tranquility Bay Beachfront Hotel and Resort is approximately $2,100.
Address: 2600 Overseas Hwy, Marathon, FL 33050
Phone: (844) 209-6758
Website: Tranquility Bay Beachfront Hotel and Resort
Booking.com Rating: 8.5
6. Pier House Resort & Spa
The Pier House Resort & Spa is a chic destination in the heart of Key West. Located on bustling Duval street, there is plenty to do beyond this gorgeous resort. Step directly into the heart of Old Town or stay on the property the entire time and enjoy the expansive list of amenities.
Some of the best offerings at the Pier House Resort & Spa include beach access, a full-service spa, and a fitness center.
One of the greatest parts about this resort is the location. Take advantage of being in the heart of Key West and tour the area, enjoy watersports, or check out some of the iconic dining options.
The Pier House Resort & Spa has an onsite restaurant, One Duval, offering breakfast, lunch, and dinner options. Each meal includes fresh fish, locally sourced produce, and inventive dishes inspired by the gorgeous Keys.
Suites at the Pier House Resort & Spa include ocean view options and luxurious in-room amenities such as rain head showers. There are also apartments and adjoining rooms perfect for larger families.
The starting cost for a four-night stay at the Pier House Resort & Spa is approximately $2,996.
Address: 1 Duval St, Naval Air Station Key West, FL 33040
Phone: (305) 296-4600
Website: Pier House Resort & Spa
Booking.com Rating: 8.3
7. Hyatt Centric Key West Resort
The Hyatt Centric Key West Resort is one of the top-rated resorts in the world by Conde Nast Traveler. This elegant resort offers plenty to do, from private beach and boat excursions to world-class dining.
There are a handful of premier activities and amenities at this resort. Some guest favorites include water yoga, a 24-hour teens club, cocktail tastings, and more.
It is an excellent place for teens and adolescents to safely enjoy the Keys under the watchful and attentive eye of resort staff. Parents may leave their children at the kids club and go on their own adventures as well.
The resort has a seafood grill overlooking the water and a casual bar and grill with fantastic sunset views. Indulge in craft cocktails, seafare, and fresh produce. Much of the cuisine is inspired by the Gulf of Mexico that the seating arrangements overlook.
Rooms in the Hyatt Centric Key West include partial and full views of the Gulf of Mexico. There is also a deluxe King Salon suite with apartment-style amenities and sprawling views.
The starting cost for a four-night stay at the Hyatt Centric Key West Resort is approximately $3,404.
Address: 601 Front St, Key West, FL 33040
Phone: (305) 809-1234
Website: Hyatt Centric Key West Resort
Booking.com Rating: 8.3
8. Isla Bella Beach Resort
The Isla Bella Beach Resort is a stunning destination in Marathon, Florida. This beach resort has over a mile of beachline. Marathon is also often ranked as one of the best family beach destinations in the United States.
This resort has five different pools – the largest amount on this list. Each overlooks the ocean, and one is even 4,500 square feet.
There is an impressive fitness center and spa located onsite. Some other activities included in the stay are parties for guests of all ages, yoga classes, and cruises around the harbor.
There are three onsite dining options at the Isla Bella Beach Resort. Mahina is the most high-end and has plenty of outdoor tables on the water. This restaurant serves local fare with Hawaiian touches.
Rooms at the Isla Bella Beach Resort include beachfront verandas, oceanfront suites, and balcony rooms.
The starting cost for a four-night stay at the Isla Bella Beach Resort is approximately $1,872.
Address: 1 Knights Key Blvd, Marathon, FL 33050
Phone: (305) 481-9451
Website: Isla Bella Beach Resort
Hotels.com Rating: 9.0
9. Southernmost Beach Resort
Key West’s Southernmost Beach Resort is one of the best all-inclusive stays for families in the Florida Keys. The resort has two private beaches, three pools, and even a pier designed for lounging on.
Southernmost Beach Resort is the perfect place for active families to enjoy the water. The resort has plenty of water recreation available. There is coconut bowling on the beach and plenty of other kid-friendly games.
There are four different bars and restaurants scattered across the resort grounds. Guests can choose between Caribbean fare, upscale seafood options, and classic poolside cocktail lounges. The Southernmost Beach Cafe is the most excellent restaurant on site and has outdoor dining with sprawling sea views.
The rooms at Southernmost Beach Resort include oceanview and oceanfront suites.
The estimated cost for a four-night stay at Southernmost Beach Resort is approximately $3,204.
Address: 1319 Duval St, Naval Air Station Key West, FL 33040
Phone: (305) 296-6577
Website: Southernmost Beach Resort
Hotels.com Rating: 8.0
10. The Reach Key West
The luxurious Reach Key West by the Hilton Curio Collection is an excellent, boutique-style place to stay in Key West. Although it is in the heart of Key West, with a private coastline and plenty of amenities and activities, the resort alone has more than enough to fill up a few days.
Swim in the heated pool, try out volleyball, or spend all day lounging around in a hammock by the sea. All of this and more can be found onsite.
The beach connected to the property is the only natural sand beach in Key West. It is the perfect place to take a swim or walk barefoot over soft sand.
There are several dining options at the Reach. There is a poolside snack bar for a quick bite during the day. The crown jewel of dining at the resort is Four Marlins Oceanfront. This restaurant offers fresh-caught seafood and a world-class executive chef.
The Reach Key West has a generous selection of rooms, many of which have ocean views.
The starting price for a four-night stay at The Reach is approximately $3,608.
Address: 1435 Simonton St, Key West, FL 33040
Phone: (305) 296-5000
Website: The Reach Key West
Booking.com Rating: 7.2
11. Amara Cay Resort
The Amara Cay Resort on Islamorada is a stunning destination in a more secluded part of the Florida Keys. This resort is world-renowned. In 2020, it won the TripAdvisor Traveler’s Choice Award and is among the top 10% of the best hotels in the world. It is an indulgent place to vacation.
The resort includes an onsite beach, pool, and marina for guest enjoyment. There are also plenty of places to lounge the day away in the sun, like hammocks and pool decks. They even have a courtyard tiki bar with pristine views of the Atlantic meeting the Gulf of Mexico.
Restaurants and bars have great food, decadent drinks, and legendary views. Reelcatch is the resort’s higher-end option. Some of the specialties here include Keys-inspired cocktails and plenty of fresh fish. Of course, the ocean views are also a highlight of this dining event.
Accommodations at Amara Cay Resort include oceanfront rooms and suites and less expensive rooms with stunning views of the onsite garden.
The starting cost for a four-night stay at Amara Cay Resort is approximately $1,608.
Address: 80001 Overseas Hwy, Islamorada, FL 33036
Phone: (305) 664-0073
Website: Amara Cay Resort
Booking.com Rating: 8.4
12. Islander Resort
The Islander Resort is a fantastic place to stay on the white sands of Islamorada. The waterfront resort has two pools, a jacuzzi, and a splash pad. Beyond water activities, there is plenty to do for the entire family to enjoy.
The resort has onsite access to exciting watersports such as snorkeling, paddle boarding, and kayaking. On land, bikes are available. There is also shuffleboard, basketball, and more.
The Islander has two onsite eateries, including a beach bar and grill and a cocktail lounge serving small bites. Elements Lounge is a laid-back restaurant with “pier-to-plate” dining options. The seafood is fresh, often from that morning. You can even try a seafood tower with a rotating variety of fish.
Room options at the Islander Resort include beachside suites and rooms with tropical views.
The starting cost for a four-night stay at the Islander Resort is approximately $1,900.
Address: 82100 Overseas Hwy, Islamorada, FL 33036
Phone: (305) 664-2031
Website: Islander Resort
Booking.com Rating: 8.7
13. Drop Anchor Resort & Marina
Drop Anchor offers an oceanfront place to stay in gorgeous Islamorada. The colorful boutique resort is an excellent place to take the family or get away for a romantic vacation. It has a laid-back, low-maintenance Caribbean flare.
The Resort has a private pool and white sand beach access. Both are surrounded by tropical palm trees and colorful resort architecture. Grab a pool chair and a drink at the cabana bar and lounge the day away in this slice of paradise. The oceanfront pool has spectacular views of the Atlantic ocean.
Drop Anchor is a low-budget option for low-maintenance travelers. Although they do not have an onsite restaurant, it is close to town with plenty to offer. It is an excellent resort for vacationers looking to vacation in paradise at a resort that feels more rustic than luxurious.
Drop Anchor has classic oceanfront suite options. For more adventurous travelers who want a taste of nature, they also have oceanfront trailers to rent out.
The starting cost for a four-night stay at Drop Anchor is approximately $1,456.
Address: 84959 Overseas Hwy, Islamorada, FL 33036
Phone: (305) 664-4863
Website: Drop Anchor Resort & Marina
Booking.com Rating: 8.3
14. Hawks Cay Resort
Hawks Cay Resort is idyllically located on the island of Ducks Key, Florida, between Miami and Key West. The gorgeous island and resort boast turquoise waters, fresh seafood, and opportunities to fish and dive with the resort.
The resort has a host of things to do for the entire family. Try out onsite watersports like paddleboarding, swim with dolphins through the resort’s partnership with dolphin connection, try your hand at tennis, and more.
There is plenty to do onsite to fill up an entire week. However, getting away from the resort and exploring Ducks Key is excellent in such a great location.
There are six different restaurants and bars onsite. The resort also offers quick box lunches for guests on the go.
The resort has a few fine dining options, but Sixty One Prime is the best. They offer a selection of surf and turf, including prime steak and fresh seafood. Hawks Cay is our top choice for dining of the resorts on this list due to their expansive selection of restaurants.
Rooms at Hawks Cay include everything from waterview suites to villas that are perfect for larger families.
The starting cost for a four-night stay at Hawks Cay Resort is approximately $1,440.
Address: 61 Hawks Cay Blvd, Duck Key, FL 33050
Phone: (888) 395-5539
Website: Hawks Cay Resort
Booking.com Rating: 7.3
15. Cheeca Lodge and Spa
The Cheeca Lodge and Spa on Islamorada is an idyllic destination nestled into the Florida Keys. It is also one of the few resorts in the Keys with an onsite golf course. It is the perfect place to relax by the ocean and try your hand at putting.
Beyond golfing, Cheeca Lodge and Spa has a range of fun things to do. They have recreation activities such as bike rentals and sea kayaks. If relaxing on the beach is more your speed, they have a 1,100-foot stretch of private, sandy shores. The resort also has boat slips for any guest that may not be arriving by land.
The Lodge has five different onsite restaurants ranging from a tropical fine-dining experience to a tiki bar that stays open well into the night. There is also an outstanding Italian restaurant.
Rooms at the Cheeca Lodge and Spa cater to golfers and ocean lovers. Guests can choose which view they want – the manicured golf course or the ocean.
The starting cost for a four-night stay at the Cheeca Lodge and Spa is approximately $1,996.
Address: 81801 Overseas Hwy, Islamorada, FL 33036
Phone: (305) 664-4651
Website: Cheeca Lodge and Spa
Booking.com Rating: 8.5
16. La Siesta Resort and Marina
La Siesta Resort and Marina is perfect for families that want to spread out due to their expansive collection of villas. The homey feel can be much more comfortable than a hotel suite – especially for larger families.
Scattered among the colorful cottage architecture, this resort offers plenty to do. Try your hand at watersports, rent a bike or charter a boat, or simply perch yourself on the sand for a few hours of tranquility. It is all at your fingertips while staying at La Siesta Resort and Marina.
Another thing that sets this resort apart is that it is dog friendly. Pets are more than welcome to stay with families in the guest cottages.
The starting cost for a four-night stay at La Siesta Resort and Marina is approximately $1,335.
Address: 80241 Overseas Hwy, Islamorada, FL 33036
Phone: (305) 664-2132
Website: La Siesta Resort and Marina
Booking.com Rating: 8.2
17. Galleon Resort and Marina
The Galleon Resort and Marina is a family-favorite resort in the heart of Key West. The destination is a private escape just minutes away from historic Old Town.
The resort offers several watersport rentals, from jet skis to fishing gear. There are also hammocks to lounge near the water and beach. Adventurous guests can even charter deep-sea fishing excursions. The resort also offers a swimming pool, jacuzzi, and sprawling views of the gorgeous ocean.
There is one onsite restaurant at the Galleon Resort and Marina. They also serve breakfast each morning and have a poolside tiki bar. It is the ideal place to enjoy a cold beverage in the afternoon.
Suite options at the Galleon Resort and Marina include options with and without balconies. Many rooms also have stunning views of the sea.
Starting cost for a suite at the Galleon Resort and Marina for four nights is approximately $1,260.
Address: 617 Front St, Key West, FL 33040
Phone: (305) 296-7711
Website: Galleon Resort and Marina
Booking.com Rating: 7.9