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

Should you visit Port-of-Spain or Boston?

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 Boston 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 Boston?

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.

Boston

Boston is one of the oldest and most historic cities in New England. It is also the capital of the state of Massachusetts and the largest city in the region. The city proper covers 48 square miles and has a population of more than 600,000. The Greater Boston area has 4.5 million people and is the tenth largest metropolitan area in the country.

For some great organized tour ideas, see The Best 10-Day Tours in United States of America, and The Best One Week (7-Day) Tours in United States of America.


Which place is cheaper, Boston 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 Boston is $255. 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 Boston in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Port-of-Spain $80
    Boston $166
  • Accommodation Typical double-occupancy room
    Port-of-Spain $160
    Boston $332
Compare Hotels in Port-of-Spain and Boston

Looking for a hotel in Port-of-Spain or Boston? 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 Boston


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 Boston Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Port-of-Spain $49
    Boston $37

Typical Local Transportation Prices in Boston

Some typical examples of transportation costs in Boston are as follows:


  • Taxi
    $35
  • Subway Daily Pass
    $9.00

Hired Cars and Shuttles in Boston

Some specific examples of transportation prices in Boston:

  • Boston hotels to Flynn Cruise Port - Departure Private Transfer: $116
  • Arrival Private Transfer: Boston Airport BOS to Boston City in Luxury SUV: $130
  • Boston Airport (BOS): Transfer to Flynn Cruise Port Boston: $168
  • Boston Logan Airport (BOS) to Boston - Arrival Private Transfer: $79
  • Boston Logan Airport (BOS) to Boston - Round-Trip Private Transfer: $157
  • Boston Logan Airport (BOS): Private Transfer to Boston city: $243
  • Boston Logan Airport Transfer Limo & Shuttle Service: $140
  • Boston Logan Intl Airport (BOS) to Flynn Cruise Port - Arrival Private Transfer: $38
  • Boston’s Logan International Airport to Providence – Arrival Private Transfer : $170
  • Luxor Limo Private Transfer and City Tour: $1,195
  • Cruiseport Boston to Boston Airport (BOS) - Departure Transfer: $38
  • Departure Private Transfer Boston to Boston Airport BOS Business-Luxury Vehicle: $84

Is it cheaper to fly into Port-of-Spain or Boston?

Prices for flights to both Boston 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
    Boston $49

Food Tours and Cooking Classes in Boston

Also, here are some specific examples of food and dining related activities in Boston.

  • AM Coffee Walks with Salem Food Tours: $34
  • Boston's North End Pizza & History Walking Food Tour: $49
  • North End Pizza Tour with 3 Slices and Cannoli: $55
  • North End Food Experience with Pizza, Meats & Cheese: $68
  • Boston Delicious Donut Adventure & Walking Food Tour: $70
  • Buffet Lunch or Dinner Cruise on Boston Harbor: $77
  • Ultimate Food Tour of North End & Public Market: $79
  • Boston's North End Small Group Food Tour : $81
  • Ultimate Boston Food Tour: North End & Boston Public Market: $89
  • Union Square, Somerville Neighborhood Food Tour: $90
  • Boston Harbor: Gourmet Brunch or Dinner Cruise: $108
  • Local Gems of the South End Neighborhood Food Tour: $110

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Port-of-Spain $59
    Boston $33

Typical Entertainment Prices in Boston

Some typical examples of activities, tours, and entrance ticket prices in Boston are as follows:


  • Two Tickets to Celtics Game
    $101
  • Duck Tour
    $32

Tours and Activities in Boston

Some specific costs of activities, tours, and entrance tickets for Boston are as follows:

  • Self Guided Audio Tour 'Hawthorne's Haunts' Haunted Walking Tour Salem: $5.00
  • Underground Railroad Audio App Self-Guided Tour: $5.00
  • Self-Guided Smartphone Ghost Walking Tour in Boston: $5.95
  • Self-Guided Smartphone Ghost Walking Tour in Salem: $5.99
  • Self-Guided Freedom Trail Walking Audio Tour w/ App: $5.99
  • App Self-guided tours with Audioguide Boston: $6.42
  • Boston History and Highlights: A Self-Guided Audio Tour: $7.99
  • Charlestown: Bunker Hill Monument Self-Guide Walking Tour: $7.99
  • City History and Highlights Audio App Walking Tour: $7.99
  • Harborwalk and Tea Party Self-Guided Audio Tour: $8.49
  • Civil War and Abolition: A Self-Guided Audio Tour in Boston: $8.99
  • Ghost-Themed Self-Guided Walking Tour: $9.99

For more ideas for your next trip, check out Free Things to Do in Boston, Must-See Monuments and Memorials In Boston, and The Best Things To Do in Boston with Kids.


Alcohol
  • Alcohol Drinks for one day
    Port-of-Spain $22
    Boston $27

Sample the Local Flavors in Boston

Some specific costs for nightlife related activities in Boston:

  • Haunted Pub Crawl of Historic Pubs and Taverns: $30
  • Boston Haunted Pub Crawl: $30
  • Boston Ghosts Boos and Brews Haunted Pub Crawl : $34
  • Salem Booze and Brews Haunted Pub Crawl by US Ghost Adventures: $35
  • Boos and Brews Haunted Pub Crawl: $35
  • History Pub Crawl Tour Along the Freedom Trail: $59
  • Boston Small-Group Freedom Trail History Tour Pub Crawl: $60
  • Guided Craft Brewery Tour with a Snack: $105


When we compare the travel costs of actual travelers between Port-of-Spain and Boston, we can see that Boston 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 Boston 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 Boston would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Boston 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 Boston Expensive?.


Which is Bigger, Port-of-Spain or Boston?

Boston has a larger population, and is about 10 times larger than the population of Port-of-Spain. When comparing the sizes of Port-of-Spain and Boston, 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 Boston?

Boston 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 Boston in the Summer?

The summer attracts plenty of travelers to both Port-of-Spain and Boston. Warm weather and sunshine bring visitors to Port-of-Spain year-round. Also, many travelers come to Boston for the beaches, the city activities, the music scene, and the family-friendly experiences.

In the summer, Port-of-Spain is a little warmer than Boston. Typically, the summer temperatures in Port-of-Spain in July average around 27°C (81°F), and Boston averages at about 73°F (23°C).

People are often attracted to the plentiful sunshine in Boston 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 Boston during summer. Port-of-Spain gets 206 hours of sunny skies, while Boston receives 304 hours of full sun in the summer.

Port-of-Spain gets a good bit of rain this time of year. In July, Port-of-Spain usually receives more rain than Boston. Port-of-Spain gets 266 mm (10.5 in) of rain, while Boston receives 2.9 inches (74 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Port-of-Spain 27°C (81°F) 
    Boston 73°F (23°C)

Should I visit Port-of-Spain or Boston in the Autumn?

The autumn brings many poeple to Port-of-Spain as well as Boston. Port-of-Spain attracts visitors year-round for its warm weather and sunny climate. Also, many visitors come to Boston in the autumn for the city's sights and attractions, the shopping scene, the music scene, and the natural beauty of the area.

In October, Port-of-Spain is generally much warmer than Boston. Daily temperatures in Port-of-Spain average around 27°C (81°F), and Boston fluctuates around 54°F (12°C).

People are often attracted to the plentiful sunshine in Port-of-Spain this time of the year. In the autumn, Port-of-Spain often gets around the same amount of sunshine as Boston. Port-of-Spain gets 207 hours of sunny skies this time of year, while Boston receives 194 hours of full sun.

Port-of-Spain receives a lot of rain in the autumn. Port-of-Spain usually gets more rain in October than Boston. Port-of-Spain gets 199 mm (7.8 in) of rain, while Boston receives 3.3 inches (84 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Port-of-Spain 27°C (81°F) 
    Boston 54°F (12°C)

Should I visit Port-of-Spain or Boston in the Winter?

Both Boston and Port-of-Spain are popular destinations to visit in the winter with plenty of activities. The warm climate attracts visitors to Port-of-Spain throughout the year. Also, most visitors come to Boston for the museums, the Christmas ambience, the shopping scene, the theater shows, and the cuisine during these months.

Boston can be very cold during winter. Port-of-Spain is much warmer than Boston in the winter. The daily temperature in Port-of-Spain averages around 26°C (78°F) in January, and Boston fluctuates around 29°F (-2°C).

The sun comes out a lot this time of the year in Port-of-Spain. Port-of-Spain usually receives more sunshine than Boston during winter. Port-of-Spain gets 241 hours of sunny skies, while Boston receives 153 hours of full sun in the winter.

In January, Port-of-Spain usually receives less rain than Boston. Port-of-Spain gets 71 mm (2.8 in) of rain, while Boston receives 3.4 inches (87 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Port-of-Spain 26°C (78°F) 
    Boston 29°F (-2°C)

Should I visit Port-of-Spain or Boston in the Spring?

Both Boston and Port-of-Spain during the spring 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. Furthermore, the spring months attract visitors to Boston because of the beaches, the activities around the city, and the natural beauty.

In the spring, Port-of-Spain is much warmer than Boston. Typically, the spring temperatures in Port-of-Spain in April average around 27°C (81°F), and Boston averages at about 48°F (9°C).

In Boston, it's very sunny this time of the year. It's quite sunny in Port-of-Spain. In the spring, Port-of-Spain often gets around the same amount of sunshine as Boston. Port-of-Spain gets 238 hours of sunny skies this time of year, while Boston receives 225 hours of full sun.

Port-of-Spain usually gets less rain in April than Boston. Port-of-Spain gets 51 mm (2 in) of rain, while Boston receives 3.5 inches (89 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Port-of-Spain 27°C (81°F) 
    Boston 48°F (9°C)

Typical Weather for Boston and Port-of-Spain

Port-of-Spain Boston
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 26°C (78°F) 71 mm (2.8 in) 29°F (-2°C) 3.4 inches (87 mm)
Feb 26°C (79°F) 43 mm (1.7 in) 30°F (-1°C) 3.7 inches (94 mm)
Mar 26°C (80°F) 34 mm (1.3 in) 38°F (4°C) 3.7 inches (95 mm)
Apr 27°C (81°F) 51 mm (2 in) 48°F (9°C) 3.5 inches (89 mm)
May 28°C (82°F) 117 mm (4.6 in) 58°F (15°C) 3.2 inches (82 mm)
Jun 27°C (81°F) 252 mm (9.9 in) 68°F (20°C) 3.1 inches (79 mm)
Jul 27°C (81°F) 266 mm (10.5 in) 73°F (23°C) 2.9 inches (74 mm)
Aug 27°C (81°F) 225 mm (8.9 in) 72°F (22°C) 3.2 inches (82 mm)
Sep 27°C (81°F) 203 mm (8 in) 64°F (18°C) 3.1 inches (79 mm)
Oct 27°C (81°F) 199 mm (7.8 in) 54°F (12°C) 3.3 inches (84 mm)
Nov 27°C (80°F) 228 mm (9 in) 45°F (7°C) 4.3 inches (108 mm)
Dec 26°C (79°F) 155 mm (6.1 in) 33°F (1°C) 3.9 inches (99 mm)