A Travel Price Comparison for Florida Islamorada vs. Pensacola for Beaches, Families, Couples, and Food

Should you visit Islamorada or Pensacola?

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

If you're trying to decide where to visit between Islamorada or Pensacola, 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 relaxing, tropical, and adventurous village. The beauty of this spot is also one of the main reasons why visitors come. And you can't forget about the shopping, museums, and nightlife.

Pensacola

Pensacola is a fun-filled, active, and entertaining beach town. Other reasons to visit include museums, nightlife, and food.

Islamorada and Pensacola: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Good scuba and snorkeling destination
  • Popular beach
  • Family-friendly
  • Good for couples and romance
  • Impressive beauty
Things to Consider
  • Less popular with backpackers
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Popular beach
  • Good for hiking
  • Family-friendly
  • Good for couples and romance
Things to Consider
  • Less popular with backpackers


Is there more to do in Islamorada or Pensacola?

Travelers will usually find more to do in Pensacola. Although Islamorada and Pensacola are popular destinations, Pensacola has more sights and attractions for tourists. Pensacola is very popular for its resorts, beaches, and hiking, while Islamorada attracts visitors for its scuba diving & snorkeling and impressive beauty. Pensacola is more touristy than Islamorada and is popular for its white sand beaches and long running naval history. It is also well known for Gulf Islands National Seashore. Islamorada is famous for its sportfishing, state parks, and local vibe.

How is Islamorada different from Pensacola?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Pensacola 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 Pensacola?

Islamorada
Pensacola

Spend time exploring the nice sights and museums in either Islamorada or Pensacola.

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.

Pensacola offers a variety of museums and landmarks to choose from. On a rainy day there are some nice museums in the area. You can visit the National Naval Aviation Museum, the Historic Pensacola Village, the Pensacola Lighthouse and Museum, or Pensacola Children's Museum.


Is the Food Better in Islamorada or Pensacola? Which Destination has the Best Restaurants?

Islamorada
Pensacola

There are opportunities to sample the local cuisine at excellent restaurants in both Islamorada and Pensacola.

The food selection at local restaurants is excellent in Islamorada. 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.

Eating is part of the travel experience when you visit Pensacola. You'll find no shortage of seafood options around town. Oysters, shrimp, and fresh fish are popular on the menus. You'll also find lots of Cajun flavors as well as casual sandwiches and pizza.

Is Islamorada or Pensacola Better for Nightlife?

Islamorada
Pensacola

If the nightlife is your priority, you'll find nice options in both Islamorada and Pensacola.

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 Pensacola. There's a casual nightlife scene with pubs, live music, and a mellow but fun setting.

Is Islamorada or Pensacola Better for Resorts?

Islamorada
Pensacola

Pensacola is a great beach town for its luxury resorts. Also, Islamorada is not as popular, but is still a nice village for its resorts.

Pensacola is a popular resort destination that attracts visitors from everywhere. Family-friendly resorts with pools, waterslides, and lazy rivers are common. You'll also find beachfront hotels and more affordable options set back from the beach.

With a selection of resorts, Islamorada makes a nice vacation spot. You'll find plenty of resorts with spas, pools or oceanfront views in the area.


Is Islamorada or Pensacola Better for Scuba Diving and Snorkeling?

Islamorada
Pensacola

Islamorada is very good for its diving and snorkeling. However, Pensacola is not a scuba or snorkeling destination.

It's worth going snorkeling or scuba diving in Islamorada. 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.

Pensacola is not a scuba or snorkeling destination.

Is Islamorada or Pensacola Better for Beaches?

Islamorada
Pensacola

Pensacola is renowned for its beaches. Also, Islamorada is not as popular, but is still a nice village for the beache.

The beaches in Pensacola are among the best in the world. White sand beaches with blue water and mild temperatures make this a wonderful beach destination. Some of the best beaches include Casino Beach, Perdido Key Beach, and Opal Beach.

The beaches at Islamorada attract visitors from all over. 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.

Is Islamorada or Pensacola Better for Hiking?

Islamorada
Pensacola

Pensacola is adequate for hiking. However, Islamorada is not a hiking destination.

Pensacola has hiking trails if you want to get outside. Step away from the beachfront development and you'll find some nice nature parks with quiet walking trails.

Islamorada is not a hiking destination.


Is the Shopping Better in Islamorada or Pensacola?

Islamorada
Pensacola

If you're looking to go shopping, Islamorada and Pensacola both offer plenty of nice 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.

Pensacola offers some nice shopping areas. There are sprawling shopping malls and shopping centers as well as local boutiques and quintessential souvenir shops.

Is Islamorada or Pensacola Better for Families?

Islamorada
Pensacola

Islamorada is a world-class destination for its family-friendly activities. Also, Pensacola is not as famous, but is still a good beach town to visit for its kid-friendly activities.

Islamorada is one of the most popular family destinations. 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.

You'll find plenty of family-friendly things to do in Pensacola. Kid-friendly beaches, minigolf, a zoo, and even a few museums make this a great family destination. There are family-friendly resorts and kid-friendly restaurants that make for an easy vacation that everyone will enjoy.

Is Islamorada or Pensacola Better for Couples?

Islamorada
Pensacola

Islamorada is a world-class destination for its romantic activities. Also, Pensacola is not as famous, but is still a good beach town to visit for couples.

For those traveling as a couple, Islamorada has plenty to offer. 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.

Pensacola makes for a fun place to visit for a couple. Beautiful beaches and sunset cruises make this a great romantic getaway. You'll find great restaurants for a date night and plenty of activity once the sun goes down. During the day you can lounge on the beach or by the pool, sip drinks, and enjoy a vacation with your loved one.


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

Islamorada
Pensacola

Neither Islamorada or Pensacola offer decent public transit.

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

Public transit is limited or non-existant in Pensacola. There's a bus system, but it's not particularly helpful to vacationers.

Is Islamorada or Pensacola a more walkable city?

Islamorada
Pensacola

Pensacola is adequate for its walkability. However, Islamorada is not known for its high level of walkability.

Pensacola is generally not a very walkable beach town. It's not a particularly walkable city and you'll want to have a car to fully enjoy your vacation.

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 Pensacola Worth Visiting?.

Should I spend more time in Pensacola or Islamorada?

How long in Islamorada or Pensacola?

Both Islamorada and Pensacola have a number of activities to choose from. In our opinion, Pensacola has more to see and do, so we recommend spending more time in Pensacola than Islamorada. In general, 4-7 days is a good amount of time for Islamorada, and 3-7 days is enough time in Pensacola.

Families should spend more time in Islamorada than Pensacola. 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 Pensacola. 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 Pensacola than Islamorada 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 Pensacola.


  • How many days in Islamorada or Pensacola? Ideal Length of Stay
    Islamorada 4-7 
    Pensacola 3-7

One day in Islamorada or Pensacola?

You'll find nightlife and food around the village of Islamorada. Many visitors spend time at the beach while visiting the area. Since there is so much to do in the area, one day is probably not enough for all of it. It has many unique tourist attractions and fascinating things to do.

With museums and nightlife around the fun-filled beach town of Pensacola, there's plenty to do. Anyone can find something fun to do here. One of the main draws to the area is the beaches. People usually spend lots of time at the beach. But since there are so many activities, you'll likely want to spend more than one day exploring.


A weekend in Islamorada or Pensacola?

You'll find food and scuba diving and snorkeling around the tropical destination of Islamorada. People usually spend lots of time at the beach. A weekend is usually not enough time for a trip here as there is plenty to do. This village offers a variety of activities to choose from.

With nightlife and food around the destination of Pensacola, there's plenty to do. Travelers enjoy the resorts in the area as well. It offers something for everyone. One of the main draws to the area is the beaches. With so much to do, a weekend is probably not enough time to see everything.

Five days in Islamorada or Pensacola?

You'll find scuba diving and snorkeling and shopping around the adventurous village of Islamorada. The length of your ideal trip is an individual decision. If you have five days, this village makes for a great vacation. It's also a great beach destination, too. Five days should give you a good understanding of everything this village has to offer.

Pensacola, a popular beach town, is full of activities for travelers. This is a popular place to visit for five days. It's a great spot for a beach vacation. In five days, you should have a good grasp of this beach town. Your budget might influence how long you stay.

A week in Islamorada or Pensacola?

Islamorada is a popular choice for travelers. One week here is typical. It's a great spot for a beach vacation. While some people choose to spend more or less time in Islamorada, one week is sufficent for most. It will give you the chance to have new experiences.

Pensacola is a popular place that is full of things to see and experience. If you have one week, this beach town makes for a great vacation. One of the main draws to the area is the beaches. One week should give you a good understanding of everything this beach town has to offer. It has many unique tourist attractions and fascinating things to do.


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, Pensacola 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 Pensacola is $198. 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 Pensacola in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Islamorada $79
    Pensacola $115
  • Accommodation Typical double-occupancy room
    Islamorada $158
    Pensacola $230
Compare Hotels in Islamorada and Pensacola

Looking for a hotel in Islamorada or Pensacola? 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 Pensacola


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 Pensacola Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Islamorada $28
    Pensacola $64

Typical Local Transportation Prices in Pensacola

Below are a few samples from actual travelers for transportation costs in Pensacola:


  • Boca Grande Causeway Toll
    $5.00

Hired Cars and Shuttles in Pensacola

Some specific examples of transportation prices in Pensacola:

  • Pensacola International Airport (PNS) to Destin, FL - Roundtrip Private Transfer: $142
  • Pensacola International Airport (PNS) to Pensacola - Round-Trip Private Transfer: $109
  • Pensacola International Airport (PNS) to Destin, FL - Arrival Private Transfer: $71
  • Pensacola International Airport (PNS) to Pensacola - Arrival Private Transfer: $55
  • Pensacola to Pensacola International Airport (PNS) - Departure Private Transfer: $55

Is it cheaper to fly into Islamorada or Pensacola?

Prices for flights to both Pensacola 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
    Pensacola $48

Typical Food Prices in Pensacola

Some typical examples of dining costs in Pensacola are as follows:


  • Two Ice Creams
    $6.00

Food Tours and Cooking Classes in Pensacola

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

  • Seville Stroll Food Tour: $72

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Islamorada $19
    Pensacola $13

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

Typical Entertainment Prices in Pensacola

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


  • Bike Rental
    $16

Tours and Activities in Pensacola

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

  • 1hr Segway Tour Downtown : $57
  • 2hr Segway Tour of Downtown : $72
  • 3 Hour Sandbar Adventure on Motorized Floats: $69
  • 3 hours cruise with swimming: $81
  • Dolphin & Sightseeing Cruise + Private Beach Stop: $64
  • Fourth of July Fireworks Cruise: $59
  • Frisky Mermaid Fireworks Cruise Up to 49 Pax: $64
  • Frisky Mermaid Public Dolphin + Sightseeing Cruise Up to 49 Pax: $37
  • Ghosts and Graveyard Tour of Pensacola: $34
  • Hop-on Hop-off Tour in Pensacola : $35
  • Land Paddle Tour in Pensacola: $50
  • Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour: $39

Alcohol
  • Alcohol Drinks for one day
    Islamorada $15
    Pensacola $44

Sample the Local Flavors in Pensacola

Also in Pensacola, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Walking Pub Tour : $21


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


Which is Bigger, Islamorada or Pensacola?

Pensacola has a larger population, and is about 8 times larger than the population of Islamorada. When comparing the sizes of Islamorada and Pensacola, 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 Pensacola?

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 Pensacola in the Summer?

Both Pensacola and Islamorada during the summer are popular places to visit. Most visitors come to Islamorada for the beaches, snorkeling, and the family-friendly experiences during these months. Furthermore, the summer months attract visitors to Pensacola because of the beaches, the hiking, and the family-friendly experiences.

In the summer, Islamorada is around the same temperature as Pensacola. Typically, the summer temperatures in Islamorada in July average around 84°F (29°C), and Pensacola averages at about 82°F (28°C).

Pensacola gets a good bit of rain this time of year. Islamorada usually gets less rain in July than Pensacola. Islamorada gets 3.3 inches (83 mm) of rain, while Pensacola receives 7.4 inches (189 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Islamorada 84°F (29°C) 
    Pensacola 82°F (28°C)

Should I visit Islamorada or Pensacola in the Autumn?

The autumn attracts plenty of travelers to both Islamorada and Pensacola. The autumn months attract visitors to Islamorada because of the shopping scene and the natural beauty of the area. Furthermore, the hiking trails and the shopping scene are the main draw to Pensacola this time of year.

In October, Islamorada is generally a little warmer than Pensacola. Daily temperatures in Islamorada average around 80°F (27°C), and Pensacola fluctuates around 69°F (21°C).

Pensacola receives a lot of rain in the autumn. Islamorada gets a good bit of rain this time of year. In October, Islamorada usually receives more rain than Pensacola. Islamorada gets 5.1 inches (129 mm) of rain, while Pensacola receives 4.2 inches (107 mm) of rain each month for the autumn. June to November is the hurricane season in Islamorada. June to November is the hurricane season in Pensacola.


  • Autumn Average Temperatures October
    Islamorada 80°F (27°C) 
    Pensacola 69°F (21°C)

Should I visit Islamorada or Pensacola in the Winter?

The winter brings many poeple to Islamorada as well as Pensacola. The museums, the shopping scene, and the cuisine are the main draw to Islamorada this time of year. Additionally, many travelers come to Pensacola for the museums, the shopping scene, and the cuisine.

Islamorada is much warmer than Pensacola in the winter. The daily temperature in Islamorada averages around 70°F (21°C) in January, and Pensacola fluctuates around 51°F (10°C).

It's quite rainy in Pensacola. Islamorada usually gets less rain in January than Pensacola. Islamorada gets 1.7 inches (43 mm) of rain, while Pensacola receives 4.6 inches (117 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Islamorada 70°F (21°C) 
    Pensacola 51°F (10°C)

Should I visit Islamorada or Pensacola in the Spring?

Both Pensacola and Islamorada are popular destinations to visit in the spring with plenty of activities. Many travelers come to Islamorada for the beaches and the natural beauty. Also, many visitors come to Pensacola in the spring for the beaches.

In the spring, Islamorada is a little warmer than Pensacola. Typically, the spring temperatures in Islamorada in April average around 77°F (25°C), and Pensacola averages at about 67°F (20°C).

In April, Islamorada usually receives less rain than Pensacola. Islamorada gets 0.8 inches (21 mm) of rain, while Pensacola receives 3.4 inches (87 mm) of rain each month for the spring. June to November in Islamorada is the hurricane season. June to November in Pensacola is the hurricane season.


  • Spring Average Temperatures April
    Islamorada 77°F (25°C) 
    Pensacola 67°F (20°C)

Typical Weather for Pensacola and Islamorada

Islamorada Pensacola
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 70°F (21°C) 1.7 inches (43 mm) 51°F (10°C) 4.6 inches (117 mm)
Feb 71°F (21°C) 1.4 inches (36 mm) 54°F (12°C) 5.4 inches (137 mm)
Mar 74°F (23°C) 1.7 inches (42 mm) 60°F (16°C) 5.6 inches (143 mm)
Apr 77°F (25°C) 0.8 inches (21 mm) 67°F (20°C) 3.4 inches (87 mm)
May 81°F (27°C) 2.7 inches (68 mm) 74°F (24°C) 4.2 inches (107 mm)
Jun 83°F (28°C) 4.5 inches (114 mm) 80°F (27°C) 6.4 inches (163 mm)
Jul 84°F (29°C) 3.3 inches (83 mm) 82°F (28°C) 7.4 inches (189 mm)
Aug 84°F (29°C) 3.9 inches (98 mm) 82°F (28°C) 7.4 inches (188 mm)
Sep 83°F (29°C) 5.7 inches (144 mm) 78°F (26°C) 5.3 inches (135 mm)
Oct 80°F (27°C) 5.1 inches (129 mm) 69°F (21°C) 4.2 inches (107 mm)
Nov 76°F (24°C) 2 inches (50 mm) 61°F (16°C) 3.5 inches (90 mm)
Dec 72°F (22°C) 1.4 inches (35 mm) 54°F (12°C) 4.3 inches (109 mm)