A Travel Price Comparison for Families, Couples, and Backpackers Port-of-Spain vs. Hilton Head Island for Vacations, Tours, and Honeymoons

Should you visit Port-of-Spain or Hilton Head Island?

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

Trying to figure out where to travel next? This travel comparison between Port-of-Spain and Hilton Head Island can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Where Should I go: Port-of-Spain or Hilton Head Island?

Port-of-Spain

Located on the northwest coast of Trinidad island, Port of Spain is the capital of the Caribbean island nation Trinidad & Tobago. It is a hub of activity, especially during the celebration of Carnival for which the island nation is famous.

Hilton Head Island

Hilton Head, also called Hilton Head Island, is primarily a resort and beach town off the coast of South Carolina. Located on a barrier island, the place is best known for its beaches and golf courses overlooking the Atlantic Ocean.

For some great organized tour ideas, see The Best One-Week (7-Day) Tours from Anchorage, and The Best One-Week (7-Day) Tours from Los Angeles.


Which place is cheaper, Hilton Head Island or Port-of-Spain?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in Port-of-Spain is $174, while the average daily cost in Hilton Head Island is $212. 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 Port-of-Spain and Hilton Head Island in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Port-of-Spain $80
    Hilton Head Island $129
  • Accommodation Typical double-occupancy room
    Port-of-Spain $160
    Hilton Head Island $258
Compare Hotels in Port-of-Spain and Hilton Head Island

Looking for a hotel in Port-of-Spain or Hilton Head Island? 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 Port-of-Spain


Hotels in Hilton Head Island


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: Port-of-Spain Hotel Prices and Hilton Head Island Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Port-of-Spain $49
    Hilton Head Island $34

Is it cheaper to fly into Port-of-Spain or Hilton Head Island?

Prices for flights to both Hilton Head Island and Port-of-Spain 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
    Port-of-Spain $54
    Hilton Head Island $60

Food Tours and Cooking Classes in Hilton Head Island

For Hilton Head Island, here are some samples of tours and activities related to meals and dining experiences:

  • Dolphin Watching 3-Course Dinner Cruise: $70
  • Sunset Hibachi Dinner Cruise : $102
  • Hilton Head Sunset Dinner Cruise: $106
  • Sunset Dinner Cruise: $106

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Port-of-Spain $59
    Hilton Head Island $23

Tours and Activities in Hilton Head Island

For Hilton Head Island, here are a few prices for actual activities, tours, and tickets provided by various companies:

  • Kazoo Factory Tour & Museum : $15
  • Beaufort Ghost Walking Tours : $22
  • Tybee Island Ghost Tour: $30
  • Walking Tour in Beaufort: $30
  • Historic Tour of Tybee Island: $30
  • Historic Walking Tour of Tybee Island: $30
  • Complete History and Movie Walking Tour of Beaufort: $30
  • History and Movie Tour of Beaufort by Golf Cart: $32
  • Beaufort City Minibus Tour: $35
  • 90-Minute Dolphin & Nature Tour: $35
  • #1 Historical Horse Drawn Carriage Tour: $35
  • Beaufort’s #1 Horse & Carriage History Tour: $35

Alcohol
  • Alcohol Drinks for one day
    Port-of-Spain $22
    Hilton Head Island $26

Sample the Local Flavors in Hilton Head Island

Here are a few nightlife and alcohol tours and activities from local tour providers in Hilton Head Island:

  • Hilton Head's ONLY Distillery Experience: $55


When we compare the travel costs of actual travelers between Port-of-Spain and Hilton Head Island, we can see that Hilton Head Island is more expensive. And not only is Port-of-Spain much less expensive, but it is actually a significantly cheaper destination. Since Port-of-Spain is in Caribbean Islands and Hilton Head Island 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 Port-of-Spain would let you spend less money overall. Or, you could decide to spend more money in Port-of-Spain 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 Hilton Head Island would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Hilton Head Island than you might in Port-of-Spain.

If you're trying to decide if either of these two destinations are within your price range, also see Is Port-of-Spain Expensive? and Is Hilton Head Island Expensive?.


Which is Bigger, Port-of-Spain or Hilton Head Island?

Port-of-Spain has a larger population, and is about 44% larger than the population of Hilton Head Island. When comparing the sizes of Port-of-Spain and Hilton Head Island, 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 Port-of-Spain or Hilton Head Island?

Hilton Head Island has a temperate climate with four distinct seasons, but Port-of-Spain experiences a warm climate with fairly sunny weather most of the year.

Should I visit Port-of-Spain or Hilton Head Island in the Summer?

The summer brings many poeple to Port-of-Spain as well as Hilton Head Island. Port-of-Spain attracts visitors year-round for its warm weather and sunny climate. Additionally, most visitors come to Hilton Head Island for the beaches and the family-friendly experiences during these months.

Port-of-Spain is around the same temperature as Hilton Head Island in the summer. The daily temperature in Port-of-Spain averages around 27°C (81°F) in July, and Hilton Head Island fluctuates around 82°F (28°C).

The sun comes out a lot this time of the year in Hilton Head Island. People are often attracted to the plentiful sunshine in Port-of-Spain this time of the year. In the summer, Port-of-Spain often gets less sunshine than Hilton Head Island. Port-of-Spain gets 206 hours of sunny skies this time of year, while Hilton Head Island receives 267 hours of full sun.

It's quite rainy in Hilton Head Island. Port-of-Spain receives a lot of rain in the summer. Port-of-Spain usually gets more rain in July than Hilton Head Island. Port-of-Spain gets 266 mm (10.5 in) of rain, while Hilton Head Island receives 7.9 inches (200 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Port-of-Spain 27°C (81°F) 
    Hilton Head Island 82°F (28°C)

Should I visit Port-of-Spain or Hilton Head Island in the Autumn?

Both Hilton Head Island and Port-of-Spain are popular destinations to visit in the autumn with plenty of activities. The warm climate attracts visitors to Port-of-Spain throughout the year. Also, the autumn months attract visitors to Hilton Head Island because of the shopping scene and the natural beauty of the area.

In the autumn, Port-of-Spain is a little warmer than Hilton Head Island. Typically, the autumn temperatures in Port-of-Spain in October average around 27°C (81°F), and Hilton Head Island averages at about 68°F (20°C).

It's quite sunny in Hilton Head Island. The sun comes out a lot this time of the year in Port-of-Spain. Port-of-Spain usually receives around the same amount of sunshine as Hilton Head Island during autumn. Port-of-Spain gets 207 hours of sunny skies, while Hilton Head Island receives 223 hours of full sun in the autumn.

It's quite rainy in Port-of-Spain. In October, Port-of-Spain usually receives more rain than Hilton Head Island. Port-of-Spain gets 199 mm (7.8 in) of rain, while Hilton Head Island receives 2.8 inches (71 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Port-of-Spain 27°C (81°F) 
    Hilton Head Island 68°F (20°C)

Should I visit Port-of-Spain or Hilton Head Island in the Winter?

Both Hilton Head Island and Port-of-Spain during the winter are popular places to visit. Plenty of visitors come to Port-of-Spain because of the warm climate and sunshine that lasts throughout the year. Also, the shopping scene and the cuisine are the main draw to Hilton Head Island this time of year.

In January, Port-of-Spain is generally much warmer than Hilton Head Island. Daily temperatures in Port-of-Spain average around 26°C (78°F), and Hilton Head Island fluctuates around 48°F (9°C).

It's quite sunny in Port-of-Spain. In the winter, Port-of-Spain often gets more sunshine than Hilton Head Island. Port-of-Spain gets 241 hours of sunny skies this time of year, while Hilton Head Island receives 176 hours of full sun.

Port-of-Spain usually gets around the same amount of rain in January as Hilton Head Island. Port-of-Spain gets 71 mm (2.8 in) of rain, while Hilton Head Island receives 2.9 inches (74 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Port-of-Spain 26°C (78°F) 
    Hilton Head Island 48°F (9°C)

Should I visit Port-of-Spain or Hilton Head Island in the Spring?

The spring attracts plenty of travelers to both Port-of-Spain and Hilton Head Island. Warm weather and sunshine bring visitors to Port-of-Spain year-round. Also, many travelers come to Hilton Head Island for the beaches and the natural beauty.

Port-of-Spain is a little warmer than Hilton Head Island in the spring. The daily temperature in Port-of-Spain averages around 27°C (81°F) in April, and Hilton Head Island fluctuates around 67°F (19°C).

People are often attracted to the plentiful sunshine in Hilton Head Island this time of the year. In Port-of-Spain, it's very sunny this time of the year. Port-of-Spain usually receives less sunshine than Hilton Head Island during spring. Port-of-Spain gets 238 hours of sunny skies, while Hilton Head Island receives 275 hours of full sun in the spring.

In April, Port-of-Spain usually receives less rain than Hilton Head Island. Port-of-Spain gets 51 mm (2 in) of rain, while Hilton Head Island receives 2.9 inches (74 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Port-of-Spain 27°C (81°F) 
    Hilton Head Island 67°F (19°C)

Typical Weather for Hilton Head Island and Port-of-Spain

Port-of-Spain Hilton Head Island
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 26°C (78°F) 71 mm (2.8 in) 48°F (9°C) 2.9 inches (74 mm)
Feb 26°C (79°F) 43 mm (1.7 in) 52°F (11°C) 2.9 inches (73 mm)
Mar 26°C (80°F) 34 mm (1.3 in) 58°F (15°C) 4.4 inches (112 mm)
Apr 27°C (81°F) 51 mm (2 in) 67°F (19°C) 2.9 inches (74 mm)
May 28°C (82°F) 117 mm (4.6 in) 73°F (23°C) 4.2 inches (107 mm)
Jun 27°C (81°F) 252 mm (9.9 in) 80°F (26°C) 5.9 inches (150 mm)
Jul 27°C (81°F) 266 mm (10.5 in) 82°F (28°C) 7.9 inches (200 mm)
Aug 27°C (81°F) 225 mm (8.9 in) 81°F (27°C) 6.5 inches (164 mm)
Sep 27°C (81°F) 203 mm (8 in) 77°F (25°C) 5.6 inches (141 mm)
Oct 27°C (81°F) 199 mm (7.8 in) 68°F (20°C) 2.8 inches (71 mm)
Nov 27°C (80°F) 228 mm (9 in) 59°F (15°C) 1.9 inches (49 mm)
Dec 26°C (79°F) 155 mm (6.1 in) 52°F (11°C) 3.3 inches (83 mm)