A Travel Price Comparison for Families, Couples, and Backpackers Grand Cayman vs. Winston-Salem for Vacations, Tours, and Honeymoons

Should you visit Grand Cayman or Winston-Salem?

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

Which city should you visit? Read on to compare the activities as well as the prices of travel for Grand Cayman and Winston-Salem. We'll break down costs for accommodation, food, transportation and more to help you learn more about these two destinations. Then, you can figure out if either of these two places are accessible based on your travel budget, schedule, and interests. So, let's dig into it.

Where Should I go: Grand Cayman or Winston-Salem?

Grand Cayman

When people think of the Cayman Islands, they typically think of offshore bank accounts and sunny, cruise ship ports. Grand Cayman has more to offer travelers than a playground for the wealthy or a short stopover for cruise passengers. This tropical island is the largest of the three Cayman Islands, it is a shopper's heaven, a center for global finance and an ideal vacation spot.

Winston-Salem

Winston-Salem is a moderately sized city in Forsyth Country, North Carolina. The city has a population of about 360,000 and is located in the central part of the state in the Piedmont Triad. Winston-Salem goes by several nicknames including the "Twin City", the "City of Arts and Innovation" and "Camel City", a reference to the city's history in the tobacco industry. Like several towns in central North Carolina, the city's economy was also once influenced by the furniture industry, although this sector continues to shrink.

For some great organized tour ideas, see The Best Train & Rail Tours in United States of America, and The Best Sightseeing Tours in United States of America.


Which place is cheaper, Winston-Salem or Grand Cayman?

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

The average daily cost (per person) in Grand Cayman is $242, 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 Grand Cayman and Winston-Salem in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Grand Cayman $149
    Winston-Salem $91
  • Accommodation Typical double-occupancy room
    Grand Cayman $298
    Winston-Salem $182
Compare Hotels in Grand Cayman and Winston-Salem

Looking for a hotel in Grand Cayman 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 Grand Cayman


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: Grand Cayman Hotel Prices and Winston-Salem Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Grand Cayman $31
    Winston-Salem $23

Hired Cars and Shuttles in Grand Cayman

Also for Grand Cayman, here are a few examples of actual transportation services:

  • Privat Transfer from Owen Roberts Airport GCM to George Town Port: $103
  • Private Transfer from Airport to morritts: $180

Is it cheaper to fly into Grand Cayman or Winston-Salem?

Prices for flights to both Winston-Salem and Grand Cayman 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
    Grand Cayman $67
    Winston-Salem $73

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Grand Cayman $41
    Winston-Salem $20

Tours and Activities in Grand Cayman

For Grand Cayman, here are a few prices for actual activities, tours, and tickets provided by various companies:

  • CaymanVisitor Hide & Seek GeoTour Self-Drive Tour: $13
  • Diamonds and Cocktails a Shopping Experience in Grand Cayman: $25
  • 2 Stop Reef Snorkel and Glass Bottom Boat Adventure: $35
  • Grand Cayman Hop On Hop Off Island Adventure: $40
  • Stingray City and Snorkeling Tour Starfish Point Adventure: $53
  • Stingray City, Snorkeling, & StarFish Adventure: $55
  • Stingray City and Starfish Experience with Coral Reef Snorkeling: $55
  • Stingray City Catamaran Sunset Tour: $59
  • West Bay Sightseeing Tour Plus Seven Mile Beach Visit: $65
  • 3 Stop Boat Tour Stingray City Coral Gardens and Starfish Point: $65
  • Stingray City Sandbar Experience: $65
  • StingrayCity ,Coral Garden & Starfish Tour. : $69

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
    Grand Cayman $13
    Winston-Salem $24
Typical Alcohol Prices in Grand Cayman

Below are a few samples from actual travelers for alcohol and nightlife costs in Grand Cayman:


  • Beer
    $4.95

Sample the Local Flavors in Grand Cayman

Here are a few nightlife and alcohol tours and activities from local tour providers in Grand Cayman:

  • Cayman Spirits Co. Distillery Tour Pass Ticket Only: $24
  • Cayman Art and Wine Tour: $150


When we compare the travel costs of actual travelers between Grand Cayman and Winston-Salem, we can see that Grand Cayman is more expensive. And not only is Winston-Salem much less expensive, but it is actually a significantly cheaper destination. Since Grand Cayman is in Caribbean Islands and Winston-Salem is in North America, this is one of the main reasons why the costs are so different, as different regions of the world tend to have overall different travel costs. So, traveling to Winston-Salem would let you spend less money overall. Or, you could decide to spend more money in Winston-Salem and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Grand Cayman would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Grand Cayman than you might in Winston-Salem.

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


Which is Bigger, Grand Cayman or Winston-Salem?

Winston-Salem has a larger population, and is about 7 times larger than the population of Grand Cayman. When comparing the sizes of Grand Cayman 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 Grand Cayman or Winston-Salem?

Winston-Salem has a temperate climate with four distinct seasons, but Grand Cayman experiences a warm climate with fairly sunny weather most of the year.

Should I visit Grand Cayman or Winston-Salem in the Summer?

The summer brings many poeple to Grand Cayman as well as Winston-Salem. Grand Cayman attracts visitors year-round for its warm weather and sunny climate. Additionally, many travelers come to Winston-Salem for the family-friendly experiences.

Grand Cayman is around the same temperature as Winston-Salem in the summer. The daily temperature in Grand Cayman averages around 28°C (83°F) in July, and Winston-Salem fluctuates around 81°F (27°C).

It's quite rainy in Winston-Salem. Grand Cayman receives a lot of rain in the summer. Grand Cayman usually gets more rain in July than Winston-Salem. Grand Cayman gets 179 mm (7 in) of rain, while Winston-Salem receives 4.4 inches (112 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Grand Cayman 28°C (83°F) 
    Winston-Salem 81°F (27°C)

Should I visit Grand Cayman or Winston-Salem in the Autumn?

Both Winston-Salem and Grand Cayman are popular destinations to visit in the autumn with plenty of activities. The warm climate attracts visitors to Grand Cayman throughout the year. Also, many visitors come to Winston-Salem in the autumn for the shopping scene.

In the autumn, Grand Cayman is much warmer than Winston-Salem. Typically, the autumn temperatures in Grand Cayman in October average around 27°C (81°F), and Winston-Salem averages at about 62°F (17°C).

It's quite rainy in Grand Cayman. In October, Grand Cayman usually receives more rain than Winston-Salem. Grand Cayman gets 238 mm (9.4 in) of rain, while Winston-Salem receives 3 inches (75 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Grand Cayman 27°C (81°F) 
    Winston-Salem 62°F (17°C)

Should I visit Grand Cayman or Winston-Salem in the Winter?

Both Winston-Salem and Grand Cayman during the winter are popular places to visit. Plenty of visitors come to Grand Cayman because of the warm climate and sunshine that lasts throughout the year. Also, most visitors come to Winston-Salem for the museums, the shopping scene, and the cuisine during these months.

Winston-Salem can be very cold during winter. In January, Grand Cayman is generally much warmer than Winston-Salem. Daily temperatures in Grand Cayman average around 24°C (76°F), and Winston-Salem fluctuates around 40°F (4°C).

Grand Cayman usually gets less rain in January than Winston-Salem. Grand Cayman gets 58 mm (2.3 in) of rain, while Winston-Salem receives 3.2 inches (82 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Grand Cayman 24°C (76°F) 
    Winston-Salem 40°F (4°C)

Should I visit Grand Cayman or Winston-Salem in the Spring?

The spring attracts plenty of travelers to both Grand Cayman and Winston-Salem. Warm weather and sunshine bring visitors to Grand Cayman year-round.

Grand Cayman is much warmer than Winston-Salem in the spring. The daily temperature in Grand Cayman averages around 26°C (79°F) in April, and Winston-Salem fluctuates around 61°F (16°C).

In April, Grand Cayman usually receives less rain than Winston-Salem. Grand Cayman gets 48 mm (1.9 in) of rain, while Winston-Salem receives 3.1 inches (80 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Grand Cayman 26°C (79°F) 
    Winston-Salem 61°F (16°C)

Typical Weather for Winston-Salem and Grand Cayman

Grand Cayman Winston-Salem
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 24°C (76°F) 58 mm (2.3 in) 40°F (4°C) 3.2 inches (82 mm)
Feb 24°C (76°F) 51 mm (2 in) 43°F (6°C) 3.4 inches (86 mm)
Mar 25°C (77°F) 31 mm (1.2 in) 52°F (11°C) 3.7 inches (94 mm)
Apr 26°C (79°F) 48 mm (1.9 in) 61°F (16°C) 3.1 inches (80 mm)
May 27°C (81°F) 131 mm (5.1 in) 69°F (21°C) 3 inches (77 mm)
Jun 28°C (82°F) 183 mm (7.2 in) 77°F (25°C) 3.9 inches (99 mm)
Jul 28°C (83°F) 179 mm (7 in) 81°F (27°C) 4.4 inches (112 mm)
Aug 28°C (82°F) 172 mm (6.8 in) 80°F (26°C) 4.3 inches (109 mm)
Sep 28°C (82°F) 212 mm (8.3 in) 73°F (23°C) 3.5 inches (90 mm)
Oct 27°C (81°F) 238 mm (9.4 in) 62°F (17°C) 3 inches (75 mm)
Nov 26°C (79°F) 141 mm (5.6 in) 53°F (12°C) 2.6 inches (67 mm)
Dec 25°C (78°F) 57 mm (2.3 in) 44°F (7°C) 3.1 inches (80 mm)