A Travel Price Comparison for United States of America Islamorada vs. Berkshires for Vacations, Tours, and Honeymoons

Should you visit Islamorada or Berkshires?

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

If you're trying to decide where to visit between Islamorada or Berkshires, 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.

Where Should I go: Islamorada or Berkshires?

Islamorada

From its thriving coral reefs to its miraculous botanical gardens, you will find adventure on both land and sea at Islamorada, Florida. Islamorada, or "Village of Islands," is located in Monroe County and holds a population of no more than 6,119. As Islamorada's village is occupied within a cluster of nearby islands, Islamorada is located on Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key and Plantation Key in the Florida Keys. The village is relatively small, expanding to about 7.2 square miles total. Approximately an hour and a half-drive from Miami and a two hour-drive from Key West, Islamorada works swimmingly for those who seek to acquaint themselves with the tropical pleasures of the Keys.

Berkshires

The Berkshires are a popular highland destination in the western part of Massachusetts and northwest Connecticut. The region has scenic landscape, hiking, lakes, recreational opportunities and other outdoor experiences. The Berkshires also has an impressive cultural scene with music, arts, museums, and live theaters.

The Berkshires can be a bit expensive to visit if you stay at a luxury resort and take advantage of the award winning restaurants in the area. Alternatively, the experience can be equally rewarding by camping, picnicking, and spending your time hiking and enjoying the beautiful natural setting.

For some great organized tour ideas, see The Best 3-Week Tours in United States of America, The Best Bicycle Tours in United States of America, Tours for Outdoor and Nature Lovers in United States of America, and The Best Coach Bus Tours in United States of America.


Which place is cheaper, Berkshires or Islamorada?

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

The average daily cost (per person) in Islamorada is $145, while the average daily cost in Berkshires is $244. 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 Berkshires in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Islamorada $79
    Berkshires $141
  • Accommodation Typical double-occupancy room
    Islamorada $158
    Berkshires $282
Compare Hotels in Islamorada and Berkshires

Looking for a hotel in Islamorada or Berkshires? 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 Berkshires


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 Berkshires Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Islamorada $28
    Berkshires $47

Is it cheaper to fly into Islamorada or Berkshires?

Prices for flights to both Berkshires 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 $47
    Berkshires $73

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Islamorada $19
    Berkshires $25

Tours and Activities in Islamorada

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

  • Snorkeling Experience : $80
  • 2-Hour Snorkeling Adventure on Pontoon : $80
  • Day Tour Glass Bottom Boat In Islamorada: $80
  • Night Tour Glass Bottom Boat in Islamorada: $80
  • Islamorada Florida Keys Sunset Sightseeing Cruise Music : $86
  • Snorkeling Adventure in Islamorada : $90
  • Snorkeling and Beach Adventure from Cheeca Spa: $90
  • Snorkeling and Beach Adventure: $90
  • Guided Tour with Local Highlights: $95
  • Snorkel Adventure & Sandbar Trip: $130
  • Snorkel Adventure & Sandbar Trip from Cheeca Spa: $140
  • Snorkel adventure & Sandbar Trip : $150

Tours and Activities in Berkshires

Here are a few actual costs in Berkshires for available activities, ticket prices, and tours:

  • 2-Hour Guided Private Forest Bathing Experience Lenox: $40

Alcohol
  • Alcohol Drinks for one day
    Islamorada $15
    Berkshires $31


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

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



When is the best time to visit Islamorada or Berkshires?

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 Berkshires in the Summer?

The summer brings many poeple to Islamorada as well as Berkshires. The beaches, snorkeling, and the family-friendly experiences are the main draw to Islamorada this time of year.

In the summer, Islamorada is a little warmer than Berkshires. Typically, the summer temperatures in Islamorada in July average around 84°F (29°C), and Berkshires averages at about 72°F (22°C).

The sun comes out a lot this time of the year in Berkshires. People are often attracted to the plentiful sunshine in Islamorada this time of the year. In the summer, Islamorada often gets more sunshine than Berkshires. Islamorada gets 328 hours of sunny skies this time of year, while Berkshires receives 289 hours of full sun.

Islamorada usually gets more rain in July than Berkshires. Islamorada gets 3.3 inches (83 mm) of rain, while Berkshires receives 2.7 inches (69 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Islamorada 84°F (29°C) 
    Berkshires 72°F (22°C)

Should I visit Islamorada or Berkshires in the Autumn?

Both Berkshires and Islamorada are popular destinations to visit in the autumn with plenty of activities. Many travelers come to Islamorada for the shopping scene and the natural beauty of the area.

In October, Islamorada is generally much warmer than Berkshires. Daily temperatures in Islamorada average around 80°F (27°C), and Berkshires fluctuates around 51°F (11°C).

The sun comes out a lot this time of the year in Islamorada. Islamorada usually receives more sunshine than Berkshires during autumn. Islamorada gets 258 hours of sunny skies, while Berkshires receives 162 hours of full sun in the autumn.

It's quite rainy in Islamorada. In October, Islamorada usually receives more rain than Berkshires. Islamorada gets 5.1 inches (129 mm) of rain, while Berkshires receives 2.6 inches (67 mm) of rain each month for the autumn. June to November is the hurricane season in Islamorada.


  • Autumn Average Temperatures October
    Islamorada 80°F (27°C) 
    Berkshires 51°F (11°C)

Should I visit Islamorada or Berkshires in the Winter?

Both Berkshires and Islamorada during the winter are popular places to visit. Many visitors come to Islamorada in the winter for the museums, the shopping scene, and the cuisine.

Berkshires can be very cold during winter. Islamorada is much warmer than Berkshires in the winter. The daily temperature in Islamorada averages around 70°F (21°C) in January, and Berkshires fluctuates around 22°F (-6°C).

It's quite sunny in Islamorada. In the winter, Islamorada often gets more sunshine than Berkshires. Islamorada gets 252 hours of sunny skies this time of year, while Berkshires receives 138 hours of full sun.

Islamorada usually gets less rain in January than Berkshires. Islamorada gets 1.7 inches (43 mm) of rain, while Berkshires receives 1.9 inches (49 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Islamorada 70°F (21°C) 
    Berkshires 22°F (-6°C)

Should I visit Islamorada or Berkshires in the Spring?

The spring attracts plenty of travelers to both Islamorada and Berkshires. Most visitors come to Islamorada for the beaches and the natural beauty during these months.

In the spring, Islamorada is much warmer than Berkshires. Typically, the spring temperatures in Islamorada in April average around 77°F (25°C), and Berkshires averages at about 47°F (9°C).

People are often attracted to the plentiful sunshine in Berkshires this time of the year. In Islamorada, it's very sunny this time of the year. Islamorada usually receives more sunshine than Berkshires during spring. Islamorada gets 326 hours of sunny skies, while Berkshires receives 223 hours of full sun in the spring.

In April, Islamorada usually receives less rain than Berkshires. Islamorada gets 0.8 inches (21 mm) of rain, while Berkshires receives 2.6 inches (66 mm) of rain each month for the spring. June to November in Islamorada is the hurricane season.


  • Spring Average Temperatures April
    Islamorada 77°F (25°C) 
    Berkshires 47°F (9°C)

Typical Weather for Berkshires and Islamorada

Islamorada Berkshires
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 70°F (21°C) 1.7 inches (43 mm) 22°F (-6°C) 1.9 inches (49 mm)
Feb 71°F (21°C) 1.4 inches (36 mm) 24°F (-4°C) 2 inches (51 mm)
Mar 74°F (23°C) 1.7 inches (42 mm) 35°F (2°C) 2.5 inches (63 mm)
Apr 77°F (25°C) 0.8 inches (21 mm) 47°F (9°C) 2.6 inches (66 mm)
May 81°F (27°C) 2.7 inches (68 mm) 59°F (15°C) 3 inches (75 mm)
Jun 83°F (28°C) 4.5 inches (114 mm) 67°F (20°C) 3.3 inches (83 mm)
Jul 84°F (29°C) 3.3 inches (83 mm) 72°F (22°C) 2.7 inches (69 mm)
Aug 84°F (29°C) 3.9 inches (98 mm) 70°F (21°C) 3 inches (76 mm)
Sep 83°F (29°C) 5.7 inches (144 mm) 62°F (17°C) 2.8 inches (71 mm)
Oct 80°F (27°C) 5.1 inches (129 mm) 51°F (11°C) 2.6 inches (67 mm)
Nov 76°F (24°C) 2 inches (50 mm) 41°F (5°C) 2.9 inches (73 mm)
Dec 72°F (22°C) 1.4 inches (35 mm) 28°F (-2°C) 2.7 inches (69 mm)