A Travel Price Comparison for United States of America Islamorada vs. Winston-Salem for Families, Couples, Food, and Attractions

Should you visit Islamorada or Winston-Salem?

Which is cheaper to visit? Which is more expensive for vacation?

If you're trying to decide where to visit between Islamorada or Winston-Salem, this travel comparison, which includes costs, can help. The overall cost of travel is usually a consideration when deciding where to go next, and the cost comparison down below can help you decide based on the average prices from other travelers along with your own travel budget.

Islamorada

Islamorada is a tropical, adventurous, and relaxing village. With stunning beauty, Islamorada attracts visitors from all around. Other popular activities here include scuba diving and snorkeling, beaches, and shopping. See Islamorada travel costs.

Winston-Salem

Winston-Salem is a under-rated, welcoming, and friendly city. Other reasons to visit include museums, nightlife, and food. See Winston-Salem travel costs.

Islamorada and Winston-Salem: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Nice resorts
  • Good scuba and snorkeling destination
  • Popular beach
  • Known for its beauty
  • Family-friendly
  • Good for couples and romance
  • Impressive beauty
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Scenic old town
  • Good for students
Things to Consider
  • Less family-friendly
  • Less popular with couples


Is there more to do in Islamorada or Winston-Salem?

Visitors will usually find more to do in Islamorada than Winston-Salem, as it offers more sights, attractions, and activities. Islamorada is better known for its food, resorts, scuba diving & snorkeling, beaches, and impressive beauty, while Winston-Salem is more popular for its historical sights. Islamorada is more touristy than Winston-Salem and is popular for its sportfishing, state parks, and local vibe. Also, Islamorada is famous for Theater of the Sea. Winston-Salem is well known for it's southern character and quaint college campuses.

How is Islamorada different from Winston-Salem?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Winston-Salem and Islamorada. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Islamorada or Winston-Salem?

Islamorada
Winston-Salem

Spend time exploring the notable sights and museums in either Islamorada or Winston-Salem.

Islamorada is a good place to visit if you're interested in museums or other recognizable sights. There are a variety of museums and aquariums in the area such as the History of Diving Museum, the Keys History and Discovery Center, and the famous Theater of the Sea.

Winston-Salem offers a variety of museums and landmarks to choose from. Old Salem has a nice concentration of museums and gardens. Outside of the old town you'll find several art museums like the Museum of Early Southern Decorative Arts and the Reynolda House Museum of American Art.


Is the Food Better in Islamorada or Winston-Salem? Which Destination has the Best Restaurants?

Islamorada
Winston-Salem

Islamorada is notable for its local cuisine and restaurants. Also, Winston-Salem is not as famous, but is still a good city to visit for its restaurants.

Dining out in Islamorada is an experience not to be missed. Has a sports fishing destination, you'll find no shortage of seafood options in the area. There are cafes and bistros that have an old school Florida Key's atmosphere. Popular dishes include grilled fish and curry seafood.

There are plenty of up and coming restaurants around Winston-Salem. North Carolina barbecue is popular around town. The city is also the birthplace of Krispy Kreme donuts and during the holiday season you should sample the local Moravian Cookies.

Is Islamorada or Winston-Salem Better for Nightlife?

Islamorada
Winston-Salem

If the nightlife is your priority, you'll find notable options in both Islamorada and Winston-Salem.

If you're looking for night time activities Islamorada has a few options to choose from. The nightlife consists of mostly bars and restaurants that serve cocktails and frozen drinks. There are sports bars and casual eateries where you can enjoy a drink in a relaxed atmosphere.

There's a variety of activities in the evening in Winston-Salem. Local breweries are popping up around town. You'll also find active nightlife venues near the colleges and universities.

Is Islamorada or Winston-Salem Better for Resorts?

Islamorada
Winston-Salem

Islamorada is a popular place for its resorts. However, Winston-Salem is not a resort destination.

Islamorada has a few great resort options. You'll find plenty of resorts with spas, pools or oceanfront views in the area.

Winston-Salem is not a resort destination.


Is Islamorada or Winston-Salem Better for Scuba Diving and Snorkeling?

Islamorada
Winston-Salem

Islamorada is a popular place for snorkeling and scuba diving. However, Winston-Salem is not a scuba or snorkeling destination.

Islamorada has a few good snorkeling spots. There are plenty of dive shops that offer snorkeling and dive trips to the surrounding areas. You could also grab a mask and head out into the water on your own. You're sure to see some beautiful marine life.

Winston-Salem is not a scuba or snorkeling destination.

Is Islamorada or Winston-Salem Better for Beaches?

Islamorada
Winston-Salem

Islamorada is notable for the beach. However, Winston-Salem is not a beach destination.

Islamorada is considered a top beach destination. Blue water and white sand make the beaches a true paradise. Favorite beaches in the area include Anne's Beach, which has a boardwalk and mangroves, Library Beach, which is small and well maintained, Holiday Isle Beach, which is near the hotels and restaurants, and Long Key State Park, which has camping and picnic spots.

Winston-Salem is not a beach destination.

Is Islamorada or Winston-Salem Better for its Old Town?

Islamorada
Winston-Salem

Winston-Salem is a nice place to visit for its historic old town. However, Islamorada does not have a historic old town.

Winston-Salem is a good destination for visiting its old town. Nearby Old Salem is filled with historic museums, gardens, and restaurants. A ticket is required for most of the venues, but the atmosphere and architecture are charming.

Islamorada does not have a historic old town.


Is the Shopping Better in Islamorada or Winston-Salem?

Islamorada
Winston-Salem

If you're looking to go shopping, Islamorada and Winston-Salem both offer plenty of notable spots.

Plenty of visitors enjoy shopping while in Islamorada. You'll find a few jewelry boutiques as well as sporting goods shops and souvenir stands.

Winston-Salem offers some nice shopping areas. You'll find a mix of larger shopping malls, retail outlets, and shopping centers around town.

Is Islamorada or Winston-Salem More Beautiful?

Islamorada
Winston-Salem

Islamorada is notable for its scenery and beauty. However, Winston-Salem is not a destination known for its beauty.

With stunning beauty, Islamorada attracts visitors from all around. Striking blue water and white sand make this a truly tropical paradise. You can sip frozen drinks and relax in the sun as your troubles slip away.

Winston-Salem is not a destination known for its beauty.

Is Islamorada or Winston-Salem Better for Families?

Islamorada
Winston-Salem

Islamorada is renowned for its family-friendly activities. Also, Winston-Salem is not as famous, but is still a good city to visit for its kid-friendly activities.

As it has a large number of activities for kids, Islamorada is a very family-friendly destination. Theater of the Sea is a highlight for kids and adults alike. You'll have the opportunity to interact with many types of sea life including dolphins, sea lions, and even sharks. Founders Park is another great place to take the kids. You can have a picnic, hang out at the beach, or hit up the playground. There's also plenty of snorkeling and diving in the area, particularly around Alligator Reef Lighthouse.

Winston-Salem is a family-friendly village. There are interactive museums like the Kaleideum science museums. There are also outdoor parks and playgrounds, kid-friendly restaurants, and a children's theater.


Is Islamorada or Winston-Salem Better for Couples?

Islamorada
Winston-Salem

Islamorada is renowned for couples. However, Winston-Salem is a mediocre city for romance.

Islamorada makes for a terrific place to visit as a couple. Couples will enjoy the resorts, spas, beaches, and adventures in the area. Head to Little Palm Spa for a little relaxation or hit up Florida Keys Brewing Company for some live music. There's also snorkeling, diving, and some good restaurants nearby as well.

Winston-Salem is not the best destination for a couple to visit. There are restaurants and movie theaters that make for a nice date night. There are also parks and walks that will get you outdoors.

Is Islamorada or Winston-Salem Better for Students?

Islamorada
Winston-Salem

Winston-Salem is a nice place to visit for its student-friendly activities. However, Islamorada is not popular with students.

It's common for students to visit Winston-Salem. Wake Forest University as well as colleges such as Salem College give parts of the city a collegiate vibe.

Islamorada is not popular with students.

Is Islamorada or Winston-Salem Better for Public Transit? Which Is Easier to Get Around Without a Car?

Islamorada
Winston-Salem

Winston-Salem is adequate for times when you don't have a car. However, Islamorada is not known for its public transit.

Public transit is mostly limited in Winston-Salem. There are bus routes, but they are limited in their frequency and convenience, making a car essential for most visitors.

Public transit is limited or non-existant in Islamorada. There's no real public transit in the area and you must have your own vehicle.


Is Islamorada or Winston-Salem a more walkable city?

Islamorada
Winston-Salem

Winston-Salem is adequate for its walkability. However, Islamorada is not known for its high level of walkability.

Winston-Salem is generally not a very walkable city. The downtown area is the most pedestrian-friendly part of town, but most of the city requires a car.

Islamorada is not a walkable village. Like the rest of the Florida Keys, it's not very walkable and you'll need a car to get around.

For even more information, also check out Is Islamorada Worth Visiting? and Is Winston-Salem Worth Visiting?.

Should I spend more time in Winston-Salem or Islamorada?

How long in Islamorada or Winston-Salem?

You'll be able to find lots of things to do in Islamorada or Winston-Salem to fill your time. Many travelers usually spend more of their time in Islamorada than Winston-Salem because of the number of activities and things to do in the area. Usually, 4-7 days is a good amount of time for Islamorada, and 1-2 days is enough time in Winston-Salem.

Families should spend more time in Islamorada than Winston-Salem. Because of the many family-friendly attractions and fun things to do for kids in Islamorada, it's a great place to visit with the whole family.

Couples should spend more time in Islamorada than Winston-Salem. You'll find plenty of romantic sights and fun activities in Islamorada that are great for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Islamorada than Winston-Salem if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Islamorada.


  • How many days in Islamorada or Winston-Salem? Ideal Length of Stay
    Islamorada 4-7 
    Winston-Salem 1-2

One day in Islamorada or Winston-Salem?

Many travelers enjoy the museums and nightlife when visiting the tropical destination of Islamorada. You'll find plenty of activities on the beach. Your budget might influence how long you stay. Since there is so much to do in the area, one day is probably not enough for all of it.

With museums and nightlife around the under-rated city of Winston-Salem, there's plenty to do. Anyone can find something fun to do here. While some people choose to spend more or less time in Winston-Salem, one day is sufficent for most.

A weekend in Islamorada or Winston-Salem?

It's hard to know how much time to spend in Islamorada. Most people come for the beaches. It has many unique tourist attractions and fascinating things to do. A weekend is usually not enough time for a trip here as there is plenty to do.

With nightlife and food around the destination of Winston-Salem, there's plenty to do. It offers something for everyone. Many people spend a weekend here. In a weekend, you should have a good grasp of this city.


Five days in Islamorada or Winston-Salem?

Many travelers enjoy the food and scuba diving and snorkeling when visiting the tropical destination of Islamorada. Many visitors spend time at the beach while visiting the area. This village offers a variety of activities to choose from. If you have five days, this is a great place to go. Five days is usually enough time to experience most activities.

Winston-Salem, a popular city, is full of activities for travelers. Most people find that five days is more than enough time to see everything. Your budget might influence how long you stay.

A week in Islamorada or Winston-Salem?

Many travelers enjoy the scuba diving and snorkeling and shopping when visiting the beautiful village of Islamorada. People usually spend lots of time at the beach. Plenty of people spend one week in the area when traveling.So, one week is just the right amount of time to spend here. The length of your ideal trip is an individual decision.

Winston-Salem is a popular place that is full of things to see and experience. One week is plenty of time to see everything, even with extra days to spare. It has many unique tourist attractions and fascinating things to do.


For some great organized tour ideas, see The Best Polar Tours & Cruises in United States of America, The Best Walking Tours in United States of America, The Best Northern Lights Tours in Alaska, and The Best Tours Under $1000 in United States of America.


Which place is cheaper, Winston-Salem or Islamorada?

These are the overall average travel costs for the two destinations. These travel costs come from the actual spending of real travelers.

  • Islamorada Prices
    USA Prices
    Winston-Salem Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Islamorada $179
    Winston-Salem $181

The average daily cost (per person) in Islamorada is $179, while the average daily cost in Winston-Salem is $181. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Islamorada and Winston-Salem in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Islamorada $79
    Winston-Salem $91
  • Accommodation Typical double-occupancy room
    Islamorada $158
    Winston-Salem $182
Compare Hotels in Islamorada and Winston-Salem

Looking for a hotel in Islamorada or Winston-Salem? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Islamorada


Hotels in Winston-Salem


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Islamorada Hotel Prices and Winston-Salem Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Islamorada $28
    Winston-Salem $23

Is it cheaper to fly into Islamorada or Winston-Salem?

Prices for flights to both Winston-Salem and Islamorada change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Islamorada $81
    Winston-Salem $73

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Islamorada $19
    Winston-Salem $20

Tours and Activities in Islamorada

Also, here are some specific examples of entertainment, tickets, and activities for Islamorada.

  • Private Snorkel & Sandbar Adventure: $599
  • Private Boat Tour with Snorkeling and Sandbar: $950
  • 2 Hour Private Eco-Tour: $950
  • From Miami: Key Largo & Islamorada Private Open-Top Bus Tour: $1,515

Tours and Activities in Winston-Salem

Some specific costs of activities, tours, and entrance tickets for Winston-Salem are as follows:

  • Carolina History & Haunts Winston-Salem Historical Ghost Tour: $26
  • Old Salem's Ghost Self Guided Outside Walking Tour: $7.75
  • Winston Salem African American History Tour: $19
  • Winston-Salem Historic Guided Walking Tour: $19
  • Winston-Salem True Crime Tour: $19

Alcohol
  • Alcohol Drinks for one day
    Islamorada $15
    Winston-Salem $24


When comparing the travel costs between Islamorada and Winston-Salem, we can see that Winston-Salem is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Since both cities are in North America, it's no surprise that their costs are relatively close, as many destinations here have somewhat similar travel prices overall.

If you're trying to decide if either of these two destinations are within your price range, also see Is Islamorada Expensive? and Is Winston-Salem Expensive?.


Which is Bigger, Islamorada or Winston-Salem?

Winston-Salem has a larger population, and is about 30 times larger than the population of Islamorada. When comparing the sizes of Islamorada and Winston-Salem, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.


When is the best time to visit Islamorada or Winston-Salem?

Both places have a temperate climate with four distinct seasons. As both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Islamorada or Winston-Salem in the Summer?

Both Winston-Salem and Islamorada during the summer are popular places to visit. Many visitors come to Islamorada in the summer for the beaches, snorkeling, and the family-friendly experiences. Furthermore, most visitors come to Winston-Salem for the family-friendly experiences during these months.

In July, Islamorada is generally around the same temperature as Winston-Salem. Daily temperatures in Islamorada average around 84°F (29°C), and Winston-Salem fluctuates around 81°F (27°C).

In Winston-Salem, it's very sunny this time of the year. It's quite sunny in Islamorada. In the summer, Islamorada often gets more sunshine than Winston-Salem. Islamorada gets 328 hours of sunny skies this time of year, while Winston-Salem receives 273 hours of full sun.

Winston-Salem gets a good bit of rain this time of year. Islamorada usually gets less rain in July than Winston-Salem. Islamorada gets 3.3 inches (83 mm) of rain, while Winston-Salem receives 4.4 inches (112 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Islamorada 84°F (29°C) 
    Winston-Salem 81°F (27°C)

Should I visit Islamorada or Winston-Salem in the Autumn?

The autumn attracts plenty of travelers to both Islamorada and Winston-Salem. Most visitors come to Islamorada for the shopping scene and the natural beauty of the area during these months. Furthermore, the autumn months attract visitors to Winston-Salem because of the shopping scene.

Islamorada is much warmer than Winston-Salem in the autumn. The daily temperature in Islamorada averages around 80°F (27°C) in October, and Winston-Salem fluctuates around 62°F (17°C).

People are often attracted to the plentiful sunshine in Winston-Salem this time of the year. In Islamorada, it's very sunny this time of the year. Islamorada usually receives more sunshine than Winston-Salem during autumn. Islamorada gets 258 hours of sunny skies, while Winston-Salem receives 212 hours of full sun in the autumn.

Islamorada gets a good bit of rain this time of year. In October, Islamorada usually receives more rain than Winston-Salem. Islamorada gets 5.1 inches (129 mm) of rain, while Winston-Salem receives 3 inches (75 mm) of rain each month for the autumn. The hurricane season in Islamorada is June to November.


  • Autumn Average Temperatures October
    Islamorada 80°F (27°C) 
    Winston-Salem 62°F (17°C)

Should I visit Islamorada or Winston-Salem in the Winter?

The winter brings many poeple to Islamorada as well as Winston-Salem. The winter months attract visitors to Islamorada because of the museums, the shopping scene, and the cuisine. Additionally, the museums, the shopping scene, and the cuisine are the main draw to Winston-Salem this time of year.

It's quite cold in Winston-Salem in the winter. In the winter, Islamorada is much warmer than Winston-Salem. Typically, the winter temperatures in Islamorada in January average around 70°F (21°C), and Winston-Salem averages at about 40°F (4°C).

People are often attracted to the plentiful sunshine in Islamorada this time of the year. In the winter, Islamorada often gets more sunshine than Winston-Salem. Islamorada gets 252 hours of sunny skies this time of year, while Winston-Salem receives 169 hours of full sun.

Islamorada usually gets less rain in January than Winston-Salem. Islamorada gets 1.7 inches (43 mm) of rain, while Winston-Salem receives 3.2 inches (82 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Islamorada 70°F (21°C) 
    Winston-Salem 40°F (4°C)

Should I visit Islamorada or Winston-Salem in the Spring?

Both Winston-Salem and Islamorada are popular destinations to visit in the spring with plenty of activities. The beaches and the natural beauty are the main draw to Islamorada this time of year.

In April, Islamorada is generally much warmer than Winston-Salem. Daily temperatures in Islamorada average around 77°F (25°C), and Winston-Salem fluctuates around 61°F (16°C).

It's quite sunny in Winston-Salem. The sun comes out a lot this time of the year in Islamorada. Islamorada usually receives more sunshine than Winston-Salem during spring. Islamorada gets 326 hours of sunny skies, while Winston-Salem receives 248 hours of full sun in the spring.

In April, Islamorada usually receives less rain than Winston-Salem. Islamorada gets 0.8 inches (21 mm) of rain, while Winston-Salem receives 3.1 inches (80 mm) of rain each month for the spring. June to November is the hurricane season in Islamorada.


  • Spring Average Temperatures April
    Islamorada 77°F (25°C) 
    Winston-Salem 61°F (16°C)

Typical Weather for Winston-Salem and Islamorada

Islamorada Winston-Salem
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 70°F (21°C) 1.7 inches (43 mm) 40°F (4°C) 3.2 inches (82 mm)
Feb 71°F (21°C) 1.4 inches (36 mm) 43°F (6°C) 3.4 inches (86 mm)
Mar 74°F (23°C) 1.7 inches (42 mm) 52°F (11°C) 3.7 inches (94 mm)
Apr 77°F (25°C) 0.8 inches (21 mm) 61°F (16°C) 3.1 inches (80 mm)
May 81°F (27°C) 2.7 inches (68 mm) 69°F (21°C) 3 inches (77 mm)
Jun 83°F (28°C) 4.5 inches (114 mm) 77°F (25°C) 3.9 inches (99 mm)
Jul 84°F (29°C) 3.3 inches (83 mm) 81°F (27°C) 4.4 inches (112 mm)
Aug 84°F (29°C) 3.9 inches (98 mm) 80°F (26°C) 4.3 inches (109 mm)
Sep 83°F (29°C) 5.7 inches (144 mm) 73°F (23°C) 3.5 inches (90 mm)
Oct 80°F (27°C) 5.1 inches (129 mm) 62°F (17°C) 3 inches (75 mm)
Nov 76°F (24°C) 2 inches (50 mm) 53°F (12°C) 2.6 inches (67 mm)
Dec 72°F (22°C) 1.4 inches (35 mm) 44°F (7°C) 3.1 inches (80 mm)