All Inclusive Key West Resorts and Key West Luxury Resort Vacations (2024)

  1. Florida All Inclusive Resorts
  2. Key West Luxury Resort Vacations
  1. Florida All Inclusive Resorts
  2. Key West Luxury Resort Vacations

Looking for a great Key West all-inclusive resort or a Key West luxury resort? While there are not many 5-star resorts in Key West, you will find some great 4-star luxury resorts.

Here are some of our top resort ideas to make for a great vacation or honeymoon in Key West, Florida. You may think of Key West as a bit of a party destination and there is that aspect, but in the bigger picture Key West is simply a great laid back vacation island.

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Key West is one of the most chill places in Florida. While a little more developed these days, you are sure to notice the wind down once you arrive in this seriously relaxed destination.

Hemingway loved it and you will too. Sure there are lots of condo developments and cruise ship visitors but a lot of active participation by the locals - often referred to as conks, has helped maintain that special quality that defines this unique and different location.

Enjoy a rickshaw ride, plenty of drink bars and lively street scene missing from such a lot of tourist destinations these days. The food is really fresh and worthy of making this a travel destination in it's own right.Also check out theTop 25 Key West Resort Dealsreviews.

Key West Luxury Resort Top Picks:

Webegin with the top Key West luxury vacation resorts that get excellent reviews. You should be able to find a great place to stay and relax below.

All Inclusive Resorts in Key West

If you are looking for All inclusive resorts in Key West you may find it disappointing that there are not really any options that reproduce the type of Experience you would expect in Mexico or the Dominican Republic.

TripAdvisor lists 2 all-inclusive resorts in Florida but at the time of writing there were limited inclusions.

a comparison table for the all-inclusive credentials of Southernmost Beach Resort and Pier House Resort & Spa in Key West:

Southernmost Beach ResortPier House Resort & Spa
All-Inclusive OptionNoYes
Meals IncludedNoYes
Drinks IncludedNoYes
Activities IncludedNoLimited
PriceVaries depending on room type and seasonVaries depending on room type and season

However there have been a numbe rof resorts know to offer inclusve options at times:

  1. Margaritaville Key West Resort & Marina (Now Opal Key)
  2. Hyatt Centric Key West Resort & Spa
  3. Casa Marina Key West, A Waldorf Astoria Resort
  4. The Reach Key West, A Waldorf Astoria Resort
  5. Hilton Garden Inn Key West, The Keys Collection
  6. Parrot Key Hotel & Villas
  7. Ocean Key Resort & Spa
  8. Sunset Key Cottages, A Luxury Collection Resort

Key West All Inclusive - Find the best deal, compare prices, and read what other travelers have to say at Tripadvisor

Parrot Key

HotelLocationRoomsFeatures
Parrot Key Hotel & Key West ResortKey West, Florida148
  • Four outdoor swimming pools
  • Waterfront restaurant and bar
  • Complimentary shuttle service to downtown Key West
  • Spa services
  • Water sports equipment rentals
  • Free Wi-Fi

Parrot Key has all-inclusive Culinary Escape packages where guest can choose from a 'Full Culinary Key package' for three meals or 'Parrot Taste' package'. Other features of some of these inclusive packages are a complimentary drink on arrival and more.

One resort which really captures the essence of Key West is theParrot Key Hotel & Key West Resort.

With only about 150 rooms thisWaterfront resort with a marvelous pool and tiki bar is only a few minutes from Duval Street nightlife.

A nice feature of this resort is theCafé Blue and the meals by the pools.

More onParrot Key Hotel & Resort, Key West.

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As soon as I arrived at the Parrot Key Hotel & Villas in Key West, I knew I was in for a relaxing and luxurious stay. The hotel's waterfront location provided a serene atmosphere, and the stylish and modern decor of the lobby and guestrooms made me feel immediately at home.

Speaking of guestrooms, the individually decorated accommodations were spacious and comfortable, with a private balcony or patio offering stunning views of the water. The 55-inch flat-screen television and complimentary Wi-Fi kept me entertained and connected during my downtime, and the designer toiletries in the bathroom were a nice touch.

The hotel's four outdoor swimming pools provided ample opportunity for relaxation and recreation, and the fitness center and rental bicycles were a great way to stay active during my stay. I also appreciated the complimentary shuttle service, which made it easy to explore the nearby attractions.

Dining at The Grove Kitchen and Bar was a true highlight of my stay. The poolside restaurant offered a delicious American cuisine menu, and the bar/lounge was the perfect spot to enjoy a refreshing drink and unwind. Room service was also available during limited hours, which was a convenient option for nights when I didn't feel like venturing out.

For business travelers, the hotel's business center and conference facilities were top-notch, and the 24-hour front desk provided helpful and friendly assistance whenever I needed it.

Overall, I highly recommend the Parrot Key Hotel & Villas for anyone looking for a luxurious and relaxing stay in Key West. With its convenient location, comfortable accommodations, and range of amenities, this hotel is sure to provide a memorable and enjoyable experience for all guests. - Sarah

Orchid Key Inn: Key West Luxury Resort

All Inclusive Key West Resorts and Key West Luxury Resort Vacations (4)orchidkeyinn.com

ProsCons
+ Great location on Duval Street- Limited on-site parking
+ Beautiful, lush tropical landscaping- No on-site restaurant
+ Daily complimentary breakfast and happy hour- Adult-only, not suitable for families with children
+ Heated pool and hot tub- Some rooms may be noisy due to location on Duval Street
+ Friendly and helpful staff- Some rooms may be small
+ Elegant and amenity-filled guest rooms and suites

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As an adult-only inn located on Duval Street, Orchid Key Inn offers aluxurious and amenity-filled stay for its guests. The inn boasts 24elegant and individually decorated guest rooms and suites equipped withmodern amenities, such as flat-screen TVs, refrigerators, and iPoddocks. Guests can enjoy a daily continental breakfast by the heated pooland indulge in a complimentary daily happy hour with wine, beverages,and snacks. The Orchid Bar serves specialty co*cktails made with freshherbs and infused spirits from early afternoon to late evening. Thelocation of the inn is unbeatable, situated just foot steps away fromfamous landmarks and attractions such as the Hemingway House, theHistoric Lighthouse, and sandy beaches. The staff and concierge areavailable 24 hours a day to assist with travel needs and providerecommendations for exploring the island. With its tranquil waterfallsand lush tropical landscapes, the Orchid Key Inn offers a serene andrelaxing atmosphere perfect for unwinding after a day of exploration.Overall, Orchid Key Inn provides a luxurious and peaceful stay for thoselooking to experience the best of Key West.

LocationThe Orchid Key Inn is located in the heart of Old Town Key West, just a few blocks away from Duval Street, Mallory Square, and all the other hotspots.
AccommodationsWith 24 well-appointed guest rooms and suites, each featuring luxurious bedding, flat-screen TVs, and private balconies or patios, you'll feel like royalty. And some rooms even have Jacuzzi tubs and separate living areas. Talk about living in style!
AmenitiesThe Orchid Key Inn boasts a heated outdoor pool, a fitness center, and a sun deck with loungers and umbrellas. And the free Wi-Fi, complimentary breakfast, and daily happy hour with wine and snacks are just the cherry on top.
ServiceYou won't find better service than at the Orchid Key Inn. Their staff is known for their warm and attentive service, providing personalized recommendations and assistance with booking local activities and attractions. Trust me, they'll make sure you have everything you need.
ReputationThe Orchid Key Inn has received numerous positive reviews from guests, with high ratings for its location, accommodations, amenities, and service. You won't be disappointed.
PriceWell, you get what you pay for. The resort's rates vary depending on the season and room type, but generally fall in the higher end of the luxury resort category. But trust me when I say, the quality and value of the experience is worth every penny.

Orchard Key is not a Key West all-inclusive resort, but we have included it here because of the excellent feedback we get and its location which provides immediate access to a whole range of amenities and activities vie Duval Street and the beach.

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Located right by the old town, Orchid Key Inn has been named one of the most romantic hotels in the United States and is an outstanding small resort choice.

Learn more on Orchid Key Inn.

Opal Key

As a fan of Jimmy Buffet's music and the former Margaritaville. The yrics have now changed to wasing away at the Opal Key West. , I was excited to stay at the Opal Key Resort in Key West. The resort did not disappoint, offering a fun and laid-back atmosphere that perfectly embodies the old school Margaritaville lifestyle.

Looking for a luxury and sophisticated stay in Key West? Look no further than the Opal Key Resort And Marina.

Location: The Opal Key Resort and Marina is situated on the waterfront in the heart of Key West's historic Old Town. The location is perfect for exploring the area's many attractions, including the Ernest Hemingway Home and Museum, Duval Street, and Mallory Square. The resort also offers a complimentary shuttle service to nearby attractions.

Rooms: The guest rooms at the Opal Key Resort and Marina are spacious and elegantly appointed. Each room features a private balcony with stunning views of the marina or the ocean. The rooms are equipped with modern amenities such as flat-screen televisions, mini-refrigerators, and coffee/tea makers.

Amenities: The resort offers a wide range of amenities to suit every traveler's needs. The waterfront pool was a highlight for me, offering spectacular views of the ocean and a relaxing atmosphere. The fitness center was also well-equipped, and the spa offered a range of treatments that left me feeling rejuvenated.

Dining: The resort boasts several on-site restaurants, including the lively Sunset Pier Bar & Grill, which offers delicious seafood and stunning views of the sunset. The staff was attentive and friendly, and the food was outstanding.

Service: The service at the Opal Key Resort and Marina was exceptional. The staff was friendly and accommodating, and they went out of their way to ensure that my stay was comfortable and enjoyable.

Overall, I highly recommend the Opal Key Resort and Marina for travelers seeking a luxurious and relaxing getaway in Key West. From the stunning waterfront location to the elegant guest rooms and exceptional service, this resort offers everything you need for a truly memorable vacation.

Score: Location: 9/10 Rooms: 9/10 Amenities: 9/10 Dining: 8/10 Service: 10/10

Alternate resort recommendation: For travelers seeking a more budget-friendly option in Key West, I would recommend the Lighthouse Court Hotel. This charming boutique hotel offers comfortable accommodations in the heart of Old Town, just steps away from top attractions like the Ernest Hemingway Home and Museum. The hotel also boasts a relaxing pool and tropical courtyard, making it a great value for the price

Reputation? This resort has received rave reviews from guests, with high ratings for its location, accommodations, amenities, and service. You're sure to have an unforgettable stay here.

Price? The rates at the Opal Key Resort And Marina are on the higher end, but for the luxury and sophistication you'll experience, it's worth it.

In short, if you're looking for a luxury and sophisticated stay in Key West with all the amenities, the Opal Key Resort And Marina is the perfect choice.

Find the best deal, compare prices, and read what other travelers have to say at Tripadvisor

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If you are wondering what happened to the Margaritaville in Key West it has had a name change and has been rebranded.

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Ocean Key Resort And Spa

Ocean Key Resort And Spa

Location? It doesn't get better than this. Located right on Duval Street, this resort boasts stunning views of the Gulf of Mexico and easy access to all the hotspots.

Accommodations? The rooms are the epitome of luxury. You'll find marble bathrooms, flat-screen TVs, and private balconies with stunning ocean views. Plus, the bedding is so comfortable you'll never want to leave.

Amenities? The Ocean Key Resort and Spa has everything you could possibly want. Take a dip in the zero-entry pool or indulge in a spa treatment. And don't forget about the Sunset Pier, where you can enjoy delicious seafood and co*cktails while taking in the breathtaking sunsets.

Activities? You won't be bored here. You can enjoy snorkeling, parasailing, and jet skiing, or take a sunset sail or dolphin watching tour. And the resort even offers a sunset celebration every night on the Sunset Pier.

Reputation? This resort has received glowing reviews from guests, with high ratings for its location, accommodations, amenities, and service. You won't be disappointed.

Price? As expected, luxury comes at a price. The rates at the Ocean Key Resort and Spa are on the higher end, but trust me when I say it's worth it for the experience.

In short, if you're looking for a luxurious stay in the heart of Key West, the Ocean Key Resort and Spa is the place to be.

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With packages like the Romance in Paradise guests can indulge in an all-inclusive like experience. This starts with luxoceanfront accommodations but also includes spa and restaurant and restaurant credit, couples massage and a gorgeous waterfront dinner for two.

This about the closest you are going to get to an All inclusive resort in Key West.

Santa Maria Suites Key West Resort

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If you're looking for a luxurious and spacious stay in Key West, the Santa Maria Suites Key West Resort is the perfect choice.

Location? This resort is located in the quieter side of town, away from the hustle and bustle of Duval Street. But don't worry, it's still just a short walk or bike ride away from all the hotspots.

Accommodations? The suites at Santa Maria are spacious and elegant, with fully equipped kitchens, living rooms, and private balconies. The decor is modern and tasteful, making you feel right at home.

Amenities? You won't be disappointed with the amenities at this resort. There's a heated outdoor pool surrounded by lush tropical foliage, a fitness center, and a complimentary beach shuttle to take you to nearby Smathers Beach.

Service? The staff at Santa Maria is known for their warm and welcoming service, going above and beyond to make sure you have everything you need for a comfortable stay.

Reputation? This resort has received glowing reviews from guests, with high ratings for its location, accommodations, amenities, and service. You won't be disappointed.

Price? The rates at Santa Maria are on the higher end, but for the luxury and space you get, it's worth it.

In short, if you're looking for a luxurious and spacious stay in Key West with a quieter vibe, the Santa Maria Suites Key West Resort is the perfect choice.

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Located one block from the Atlantic Ocean and Duval Street.While only4.0 star this Key West Luxury Resorthas 35 guestrooms and gets amazing reviews. Guests really seem to lovethe free smoothies, ice cream, big flat screens, happy hour and Duval Street.

Guestrooms have kitchens with microwaves, refrigerators, coffee makers, and cookware and dishes you are covered if you eat in or out. There are no room charges for children 13 years old and younger who occupy the same room as their parents or guardians, using existing bedding. There is a small resort fee for the pool gym, parking and the like.

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Decorated in Art Deco style, the 35 suites and villas have private balconies, 2 baths, and kitchens with wine cellars.

Visit Key West's Old Town, go swimming, and check out all the entertainment hot spots.

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Reviewers say the location is great, nice and small, clean, friendly and courteous staff, everything is very new and modern.

Recent Reviews: for this place have gone from perfect to better. Lots of mentions of the free smoothies, ice cream, big flat screens, happy hour and Duval Street. Impossible not to like this resort.

More onSanta Maria Suites.

The Westin Key West Resort & Marina

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This 4 star resort overlooks the Atlantic and isacross a wooden bridge from Mallory Square. Two low-rise buildings hold the 188 guestrooms.Furniture is a rustic style. The bed is a "Heavenly Bed".You'll find a 36-slip marina, an 8-person spa tub, great sunbathing spots, and a fitness center.

Reviewers say: pleasant reception, great location, great cruise ship before and after option, also a great spot to catch some views of ships and friendly staff.

Find the best deal, compare prices, and read what other travelers have to say at Tripadvisor

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Hyatt Key West Resort and Spa

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Location: The Hyatt Centric Key West Resort & Spa is situated in the heart of Key West, making it a great starting point for those looking to explore the town's many offbeat adventures. Whether you're interested in wandering through Duval Street, snorkeling off the resort's beaches, or visiting a Civil War-era fort, this resort puts you in the middle of it all.

Rooms: The guest rooms at the Hyatt Centric Key West Resort & Spa are spacious and well-appointed. Each room is equipped with modern amenities like flat-screen televisions, coffee/tea makers, and mini-refrigerators. I particularly enjoyed the stunning views of the ocean and partial Gulf from my Deluxe Gulf Front King room.Guestroomsare spacious, tropical themed guest houses that feature wicker furnishings. They are in two-bedroom condos that have kitchens and jetted tubs. Screened balconies overlook either the Gulf or the gardens.

Reviewers note that there are not a lot of sport activities available here (ex. volleyball, basketball) but the grounds are kept beautifully, it's a great "home away from home" and good value.

Amenities: The resort boasts a wide range of amenities to suit every traveler's needs. The luxurious spa was a highlight for me, offering a range of treatments that left me feeling pampered and relaxed. The outdoor pool was also a great place to unwind and soak up the sun.

Dining: The resort offers two on-site restaurants, including the Blue Mojito Pool Bar & Grill, which serves up delicious Caribbean-inspired cuisine. The staff was friendly and attentive, and the food was outstanding.

Service: The service at the Hyatt Centric Key West Resort & Spa was exceptional. The staff was friendly and accommodating, and they went out of their way to ensure that my stay was comfortable and enjoyable.

Overall, I highly recommend the Hyatt Centric Key West Resort & Spa for travelers seeking a waterfront property in the heart of Key West. While it may not be the most luxurious resort in the area, it offers a great mix of amenities, outstanding service, and a prime location.

Score:Location: 9/10Rooms: 8/10Amenities: 8/10Dining: 8/10Service: 9/10

Alternate resort recommendation: For travelers seeking a more budget-friendly option in Key West, I would recommend the Fairfield Inn & Suites by Marriott Key West at The Keys Collection. This resort offers comfortable accommodations and a range of amenities, including an outdoor pool and fitness center. While it may not be as luxurious as some of the other resorts in Key West, it offers a great value for the price.

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For a luxurious and relaxing stay in Key West, look no further than the Hyatt Key West Resort And Spa.

Reputation? This resort has received glowing reviews from guests, with high ratings for its location, accommodations, amenities, and service. You're sure to have a memorable stay here.

Price? The rates at the Hyatt are on the higher end, but for the luxury and relaxation you'll experience, it's worth it.

Although Hyatt does not have any all-inclusive resorts and packages in Key West if you are thinking of staying at one of their properties at is worth checking out their loyalty program which offers discounts and inclusions.

Locatedin Key West on the eastern edge of the Florida Keys on a channelconnecting the Atlantic to the Gulf of Mexico.

All Inclusive Key West Resorts and Key West Luxury Resort Vacations (19)Hyatt Key West

Not a mega resort by any standards with only 118 rooms, but it does occupy a prime piece of waterfront on the water's edge. Excellent waterfront location in Key West. Since the recent upgrades, the resort has improved it's ranking further as well. iPods all round and the new renovated bathrooms look great. Here you also get good access to the many higher opportunities of the area, marina and the nice but modestly sized beach.

All Inclusive Key West Resorts and Key West Luxury Resort Vacations (20)Hyatt Key West Florida Resort

Overall this is a good choice and facilities are kept well maintained from the poolside waterfall to the well serviced restaurants.

Hyatt Key West Resort and Spa- Click to see the latest reviews and get more information.

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Pier House Resort & Caribbean Spa

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The Pier House Resort & Spa is a solid choice for those looking for a comfortable and convenient stay in Key West. The resort is centrally located in Old Town, just steps away from some of the city's top attractions, including the Waterfront Playhouse and Key West Shipwreck Museum.

The guestrooms are well-appointed and come equipped with modern amenities such as flat-screen televisions, refrigerators, and coffee/tea makers. The bathrooms feature designer toiletries and hair dryers for added convenience. While the decor is not particularly remarkable, it is clean and comfortable.

The resort offers a range of amenities including a full-service spa, outdoor pool, and health club. The Chart Room Bar serves up delicious American cuisine, and guests can also enjoy drinks at the beach bar or poolside bar.

The staff is friendly and accommodating, and the concierge services are helpful for planning local excursions.

Overall, the Pier House Resort & Spa is a solid choice for those seeking a comfortable and convenient stay in Key West. While the decor and amenities are not particularly noteworthy, they are more than sufficient for a pleasant stay.

Score:Location: 8/10Rooms: 7/10Amenities: 7/10Dining: 7/10Service: 8/10

Alternate resort recommendation: For travelers seeking a more budget-friendly option in Key West, I would recommend the Coconut Mallory Resort and Marina. This resort offers comfortable accommodations and a range of amenities, including a marina, outdoor pool, and hot tub. While it may not be as luxurious as some of the other resorts in Key West, it offers a great value for the price.

Another great resort worth a mention is the Pier House Resort. Thereviews for these resorts have become very, very good. It's located close toDuval street.

For more visitPier House Resort & Caribbean Spa

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More in Florida:

FloridaAll Inclusive Deals

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FloridaKey Luxury Resort

Have a Key West luxury resort to recommend? Let others know below!

Key West Scorecard

  • Location: 9/10 - Key West is a beautiful and unique destination, but its location at the southernmost tip of Florida can make it a bit out of the way for some travelers.
  • Weather: 8/10 - With warm and sunny weather for most of the year, Key West is a great destination for outdoor activities and relaxation, although hurricane season (June to November) can bring some uncertainty.
  • Accommodations: 9/10 - Key West offers a wide range of accommodations, from luxury resorts to charming bed and breakfasts, and many are located in historic buildings with unique character.
  • Activities: 10/10 - There is no shortage of things to do in Key West, from exploring the local art scene to water sports like snorkeling and fishing, and of course, taking in the famous sunsets.
  • Food and drink: 9/10 - With its location on the ocean and proximity to the Caribbean, Key West offers a diverse and delicious culinary scene, with plenty of fresh seafood and tropical flavors.

In comparison to other areas in Florida:

  • Orlando: 7/10 - Orlando is a popular destination for families, with its many theme parks and attractions, but it can be crowded and expensive.
  • Miami: 8/10 - Miami offers a vibrant nightlife scene, beautiful beaches, and plenty of cultural attractions, but it can also be expensive and sometimes overwhelming.
  • Sarasota: 9/10 - Sarasota is a hidden gem on Florida's Gulf Coast, with beautiful beaches, a thriving arts community, and plenty of natural beauty.
  • St. Augustine: 8/10 - St. Augustine is a historic and charming destination, with a rich history and plenty of cultural attractions, although it can be crowded and hot during peak travel season.

Q: Is Key West a good vacation spot for families?

A: Key West is a great vacation spot for families. There are plenty offamily-friendly activities, such as visiting the Key West Butterfly andNature Conservatory, exploring the Ernest Hemingway Home and Museum, andtaking a sunset sail on a catamaran

Q: What is the best time of year to visit Key West?Question

A: The best time of year to visit Key West is during the winter months,from December to March, when the weather is mild and pleasant. However,this is also peak tourist season, so expect larger crowds and higherprices.

Q: What are some popular things to do in Key West?

A: Some popular things to do in Key West include visiting thesouthernmost point buoy, exploring the historic Old Town, taking asunset sail, snorkeling or scuba diving in the crystal-clear waters, andenjoying the nightlife on Duval Street.

Q: Is it easy to get around Key West?

A: Yes, Key West is a small island, and most attractions are withinwalking or biking distance. There are also plenty of taxis, shuttles,and trolleys available for transportation.

Q: What is the nightlife like in Key West?Question

A: The nightlife in Key West is vibrant and diverse, with plenty ofbars, clubs, and live music venues to choose from. Some popular spotsinclude Sloppy Joe's Bar, The Green Parrot, and The Bull and WhistleBar.

Q: Are there any all-inclusive resorts in Key West?

A: While there are no true all-inclusive resorts in Key West, someresorts offer packages that include meals, drinks, and activities. It'sbest to check with individual resorts for details.

Q: What are some popular beachfront resorts in Key West?

A: Some popular beachfront resorts in Key West include Casa Marina KeyWest, Hyatt Centric Key West Resort & Spa, and Ocean Key Resort& Spa.

Q: Are all-inclusive resorts more expensive than other hotels in Key West?

A: All-inclusive resorts in Key West can be more expensive than otherhotels in the area, as they offer a range of amenities and servicesincluded in their packages. However, if you take advantage of all theservices and activities offered by the resort, it can still be a goodvalue for your money.

Q: What kinds of activities are included in all-inclusive resort packages in Key West?

A: The activities included in all-inclusive resort packages in Key Westvary depending on the resort, but they can include water sports, fitnessclasses, beach activities, live entertainment, and more. Many resortsalso offer excursions and tours to explore the local area.

Q: Are all-inclusive resorts in Key West suitable for families with children?

A: Some all-inclusive resorts in Key West are family-friendly and offer arange of activities and amenities for children, such as kids' clubs,playgrounds, and family-friendly dining options. However, it's importantto check with the resort beforehand to ensure that it's a good fit foryour family.

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For more on the Florida Keys, visit (what I think is) the official Florida Keys tourism site.

All Inclusive Key West Resorts and Key West Luxury Resort Vacations (2024)
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