A Travel Price Comparison for United States of America Pensacola vs. The Hamptons for Beaches, Food, Resorts, and Families

Should you visit Pensacola or The Hamptons?

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

Which city is more affordable and which is best for your travel style? If you're trying to figure out where to go next, comparing the travel costs between Pensacola and The Hamptons can help you decide which place is right for you.

Pensacola

Pensacola is a fun-filled, active, and entertaining beach town. It's also known for nightlife, food, and beaches. See Pensacola travel costs.

The Hamptons

The Hamptons is a opulent, lavish, and wealthy beach destination. The Hamptons is a beautiful place to visit, too. And you can't forget about the hiking, shopping, and nightlife. See The Hamptons travel costs.

Pensacola and The Hamptons: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Popular beach
  • Family-friendly
  • Good for couples and romance
Things to Consider
  • Less hiking options
  • Less popular for shopping
Pros
  • Active nightlife
  • Good for hiking
  • Fun shopping
  • Known for its beauty
  • Family-friendly
  • Good for couples and romance
Things to Consider
  • Less attractive beach


Is there more to do in Pensacola or The Hamptons?

Travelers will usually find more to do in Pensacola. Although Pensacola and The Hamptons are popular destinations, Pensacola has more sights and attractions for tourists. Pensacola is very popular for its museums and attractions, food, and beaches, while The Hamptons attracts visitors for its hiking, shopping, and impressive beauty. Pensacola is more touristy than The Hamptons and is known for its white sand beaches and long running naval history. It is also well known for Gulf Islands National Seashore. The Hamptons is famous for its long sandy beaches, charming seaside communities, opulent villas, and vacationing celebrities.

How is Pensacola different from The Hamptons?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between The Hamptons and Pensacola. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Pensacola or The Hamptons?

Pensacola
The Hamptons

Pensacola is a beach town with good options for its museums and landmarks. However, The Hamptons does not have museums and landmarks.

Pensacola is a good place to visit if you're interested in museums or other recognizable sights. 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.

The Hamptons does not have museums and landmarks.


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

Pensacola
The Hamptons

Pensacola is a great destination for its restaurant scene. Also, The Hamptons is still popular, but not quite as popular for its local flavors and cuisine.

With its innovative style combined with traditional elements, Pensacola makes for a great culinary experience. 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.

The Hamptons has a delicious restaurant scene that relies on local flavors. There are a number of fine dining restaurants in the area and seafood is a favorite. Some restaurants are known to be frequented by vacationing celebrities, so if you're hoping to spot someone famous, do some research and you may have some luck.

Is Pensacola or The Hamptons Better for Nightlife?

Pensacola
The Hamptons

Evening events are nice in both Pensacola and The Hamptons.

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.

With a handful of venues, visitors can find a fairly lively vibe in The Hamptons. There are plenty of nightclubs and bars throughout the area. Head to East Hampton for some of the best options.

Is Pensacola or The Hamptons Better for Resorts?

Pensacola
The Hamptons

Luxury resorts are fairly comparable in Pensacola and The Hamptons.

Vacationers can choose from a number of terrific resorts in Pensacola. 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.

The Hamptons is a popular resort destination that attracts visitors from everywhere. Known as a hangout for the rich and famous, there is no shortage of luxury hotels and resorts in the area.


Is Pensacola or The Hamptons Better for Beaches?

Pensacola
The Hamptons

Pensacola is a world-class destination for its beaches. Also, The Hamptons is still popular, but not quite as popular for the beach.

Pensacola is considered to be a world-class beach destination. 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 Hamptons offers a nice beach destination. The beaches in the area feature long stretches of soft sand and plenty of space to spread out. Many beaches do come with a hefty price tag though as they require you to pay for parking or a permit.

Is Pensacola or The Hamptons Better for Hiking?

Pensacola
The Hamptons

The Hamptons is very good for the nearby hiking options. However, Pensacola is a mediocre beach town for its hiking trails.

Many people include a hike when visiting The Hamptons. There are a number of picturesque walks through the dunes and wetlands around the area. There is plenty of peaceful nature to explore if you're looking for a break from city life.

Hiking is a fun activity while in Pensacola. Step away from the beachfront development and you'll find some nice nature parks with quiet walking trails.

Is the Shopping Better in Pensacola or The Hamptons?

Pensacola
The Hamptons

The Hamptons is a world-class destination for its shopping opportunities. Also, Pensacola is not as famous, but is still a good beach town to visit for its shopping areas.

The abundance of shops in The Hamptons make it a world-class shopping destination. Known as a playground for the rich and famous, you can be assured there are plenty of shopping opportunities where you can flash your cash around town.

Pensacola has a variety of shopping areas worth visiting. There are sprawling shopping malls and shopping centers as well as local boutiques and quintessential souvenir shops.


Is Pensacola or The Hamptons More Beautiful?

Pensacola
The Hamptons

The Hamptons is very good for its scenery and beauty. However, Pensacola is not a destination known for its beauty.

The Hamptons is a beautiful place to visit, too. For a beautiful, upscale setting, this is a great destination near NYC.

Pensacola is not a destination known for its beauty.

Is Pensacola or The Hamptons Better for Families?

Pensacola
The Hamptons

Pensacola is a great destination for its family-friendly activities. Also, The Hamptons is still popular, but not quite as popular for its kid-friendly activities.

Pensacola is a very family-friendly place to visit. 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.

The Hamptons offers lots of family activities. The area has a family-friendly setting with many outdoor activities and a children's museum. There are music events, children's parks, small zoos, and, of course, the beach. Also make sure you pick up some ice cream and enjoy that quintessential beach experience.

Is Pensacola or The Hamptons Better for Couples?

Pensacola
The Hamptons

Both Pensacola and The Hamptons are superb destinations to visit as a couple.

Pensacola is a very popular place to visit for couples. 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.

The Hamptons makes for a fun place to visit for a couple. Couples who enjoy beaches, dining out, and escaping the chaos of city life will enjoy a retreat here. The area has many beautiful parks and outdoor spaces, but there are also amazing restaurants that make for a great date night.


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

Pensacola
The Hamptons

Neither Pensacola or The Hamptons offer decent public transit.

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

Public transit is quite limited in The Hamptons. While there are trains between towns, there aren't many options when it comes to public transit.

Is Pensacola or The Hamptons a more walkable city?

Pensacola
The Hamptons

The Hamptons is very good for its high level of walkability. However, Pensacola is a mediocre beach town for its ease of walking around.

The Hamptons is a somewhat walkable place. While some of the towns offer a nice place for a stroll, most of the Hamptons is not very walkable and it's best to have a car.

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.

For even more information, also check out Is Pensacola Worth Visiting? and Is The Hamptons Worth Visiting?.

Should I spend more time in The Hamptons or Pensacola?

How long in Pensacola or The Hamptons?

Both Pensacola and The Hamptons have a number of activities to choose from. In our opinion, Pensacola has more to see and do, so we recommend that you spend more time in Pensacola than The Hamptons. However, 3-7 days is a good amount of time to spend in either destination.

Families should spend more time in Pensacola than The Hamptons. Because of the many family-friendly attractions and fun things to do for kids in Pensacola, it's a great place to visit with the whole family.

Backpackers and budget travelers should spend more time in Pensacola than The Hamptons 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 Pensacola or The Hamptons? Ideal Length of Stay
    Pensacola 3-7 
    The Hamptons 3-7

One day in Pensacola or The Hamptons?

In Pensacola, many people enjoy the food and shopping that this active beach town offers. It's a great spot for a beach vacation. The length of your ideal trip is an individual decision. With so much to do, one day is probably not enough time to see everything.

You'll find food and shopping around the beach destination of The Hamptons. People often spend their time relaxing at one of the resorts. 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.


A weekend in Pensacola or The Hamptons?

Pensacola is a fun place to experience. People often spend their time relaxing at one of the resorts. It will give you the chance to have new experiences. Lots of people come for the beaches. But since there are so many activities, you'll likely want to spend more than a weekend exploring.

You'll find shopping and nightlife around the lavish destination of The Hamptons. You can also relax and pamper yourself at one of the resorts. A weekend is usually not enough time for a trip here as there is plenty to do. This beach destination offers a variety of activities to choose from.

Five days in Pensacola or The Hamptons?

In Pensacola, many people enjoy the museums and nightlife that this fun-filled destination offers. Most people come for the beaches. Take your pick from the many activities offered here. Plenty of people spend five days in the area when traveling. Lots of people come for the beaches. So, five days is just the right amount of time to spend here.

You'll find nightlife and food around the opulent beach destination of The Hamptons. The length of your ideal trip is an individual decision. If you have five days, this beach destination makes for a great vacation. It's also a relaxing resort destination. Most people head to the area for the shopping. Five days should give you a good understanding of everything this beach destination has to offer.

A week in Pensacola or The Hamptons?

Pensacola is a popular place to visit. Many people spend one week here. Many visitors spend time at the beach while visiting the area. If you enjoy all that's offered here, then one week is just the right amount of time to spend here. The entire region has so many activities, and you'll want time to do everything.

The Hamptons is a popular choice for travelers. One week here is typical. People enjoy relaxing at one of the resorts. While some people choose to spend more or less time in The Hamptons, one week is sufficent for most. It will give you the chance to have new experiences.


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


Which place is cheaper, The Hamptons or Pensacola?

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

  • Pensacola Prices
    USA Prices
    The Hamptons Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Pensacola $234
    The Hamptons $267

The average daily cost (per person) in Pensacola is $234, while the average daily cost in The Hamptons is $267. 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 Pensacola and The Hamptons in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Pensacola $115
    The Hamptons $126
  • Accommodation Typical double-occupancy room
    Pensacola $230
    The Hamptons $252
Compare Hotels in Pensacola and The Hamptons

Looking for a hotel in Pensacola or The Hamptons? 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 Pensacola


Hotels in The Hamptons


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: Pensacola Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Pensacola $64
    The Hamptons $63
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

Is it cheaper to fly into Pensacola or The Hamptons?

Prices for flights to both The Hamptons and Pensacola 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
    Pensacola $84
    The Hamptons $104
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.

  • Palafox Palete Food Tour: $50
  • Seville Haunted Luncheon or Dinner and Ghost Tour: $50

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Pensacola $13
    The Hamptons $22
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:

  • Pensacola's Famous Ghosts Smartphone Guided App Walking Tour: $7.75
  • Scavenger Hunt Adventure in Pensacola by Wacky Walks: $10
  • The Great Pensacola Birthday Party Tour & Scavenger Hunt: $20
  • Scavenger Hunt Adventure in Pensacola by Zombie Scavengers: $20
  • Pensacola Beach Splash and Dash Tour & Scavenger Hunt: $20
  • Pensacola Ghost Tours: Perdition, Pirates, & Purgatory: $24
  • Spooky Stories Walking Ghost Tour: $25
  • Pensacola Walking Cemetery Tour: $25
  • Penscola Most Haunted: Ghost Tour and Scavenger Hunt: $30
  • Pensacola Haunted Walking Tour with Ghost Equipment: $30
  • Pensacola Amazing Race Tour & Scavenger Hunt: $30
  • Pensacola Back to the Future Tour & Scavenger Hunt: $30

Alcohol
  • Alcohol Drinks for one day
    Pensacola $44
    The Hamptons $31

Sample the Local Flavors in Pensacola

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

  • Walking Ghost Tour Pub Crawl - Boos with Booze : $20
  • Walking Pub Tour : $21
  • Party Bike Pub Crawl of Downtown Pensacola : $45


When comparing the travel costs between Pensacola and The Hamptons, we can see that The Hamptons is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Since both cities are in North America, it's no surprise that their costs are relatively close, as many destinations here have somewhat similar travel prices overall.

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


Which is Bigger, Pensacola or The Hamptons?

Pensacola has a larger population, and is about 10 times larger than the population of The Hamptons. When comparing the sizes of Pensacola and The Hamptons, 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 Pensacola or The Hamptons?

Both destinations experience a temperate climate with four distinct seasons. And since both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Pensacola or The Hamptons in the Summer?

The summer attracts plenty of travelers to both Pensacola and The Hamptons. Many travelers come to Pensacola for the beaches, the hiking, and the family-friendly experiences. Also, many visitors come to The Hamptons in the summer for the beaches, the hiking, and the family-friendly experiences.

In July, Pensacola is generally a little warmer than The Hamptons. Daily temperatures in Pensacola average around 82°F (28°C), and The Hamptons fluctuates around 76°F (25°C).

The Hamptons receives a lot of rain in the summer. Pensacola gets a good bit of rain this time of year. In July, Pensacola usually receives more rain than The Hamptons. Pensacola gets 7.4 inches (189 mm) of rain, while The Hamptons receives 4.1 inches (104 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Pensacola 82°F (28°C) 
    The Hamptons 76°F (25°C)

Should I visit Pensacola or The Hamptons in the Autumn?

The autumn brings many poeple to Pensacola as well as The Hamptons. Many visitors come to Pensacola in the autumn for the hiking trails and the shopping scene. Also, most visitors come to The Hamptons for the hiking trails, the shopping scene, and the natural beauty of the area during these months.

Pensacola is a little warmer than The Hamptons in the autumn. The daily temperature in Pensacola averages around 69°F (21°C) in October, and The Hamptons fluctuates around 58°F (14°C).

Pensacola receives a lot of rain in the autumn. Pensacola usually gets more rain in October than The Hamptons. Pensacola gets 4.2 inches (107 mm) of rain, while The Hamptons receives 3 inches (77 mm) of rain this time of the year. Keep in mind that June to November is the hurricane season in Pensacola.


  • Autumn Average Temperatures October
    Pensacola 69°F (21°C) 
    The Hamptons 58°F (14°C)

Should I visit Pensacola or The Hamptons in the Winter?

Both The Hamptons and Pensacola are popular destinations to visit in the winter with plenty of activities. Most visitors come to Pensacola for the museums, the shopping scene, and the cuisine during these months. Also, the winter months attract visitors to The Hamptons because of the shopping scene and the cuisine.

The weather in The Hamptons can be very cold. In the winter, Pensacola is much warmer than The Hamptons. Typically, the winter temperatures in Pensacola in January average around 51°F (10°C), and The Hamptons averages at about 31°F (-0°C).

It's quite rainy in Pensacola. In January, Pensacola usually receives more rain than The Hamptons. Pensacola gets 4.6 inches (117 mm) of rain, while The Hamptons receives 3.2 inches (81 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Pensacola 51°F (10°C) 
    The Hamptons 31°F (-0°C)

Should I visit Pensacola or The Hamptons in the Spring?

Both The Hamptons and Pensacola during the spring are popular places to visit. The spring months attract visitors to Pensacola because of the beaches. Furthermore, the beaches and the natural beauty are the main draw to The Hamptons this time of year.

In April, Pensacola is generally much warmer than The Hamptons. Daily temperatures in Pensacola average around 67°F (20°C), and The Hamptons fluctuates around 51°F (11°C).

Pensacola usually gets less rain in April than The Hamptons. Pensacola gets 3.4 inches (87 mm) of rain, while The Hamptons receives 3.8 inches (96 mm) of rain this time of the year. Also, June to November in Pensacola is the hurricane season.


  • Spring Average Temperatures April
    Pensacola 67°F (20°C) 
    The Hamptons 51°F (11°C)

Typical Weather for The Hamptons and Pensacola

Pensacola The Hamptons
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 51°F (10°C) 4.6 inches (117 mm) 31°F (-0°C) 3.2 inches (81 mm)
Feb 54°F (12°C) 5.4 inches (137 mm) 33°F (1°C) 2.8 inches (72 mm)
Mar 60°F (16°C) 5.6 inches (143 mm) 41°F (5°C) 3.6 inches (91 mm)
Apr 67°F (20°C) 3.4 inches (87 mm) 51°F (11°C) 3.8 inches (96 mm)
May 74°F (24°C) 4.2 inches (107 mm) 62°F (17°C) 3.8 inches (96 mm)
Jun 80°F (27°C) 6.4 inches (163 mm) 71°F (22°C) 3.6 inches (91 mm)
Jul 82°F (28°C) 7.4 inches (189 mm) 76°F (25°C) 4.1 inches (104 mm)
Aug 82°F (28°C) 7.4 inches (188 mm) 75°F (24°C) 3.7 inches (95 mm)
Sep 78°F (26°C) 5.3 inches (135 mm) 68°F (20°C) 3.4 inches (86 mm)
Oct 69°F (21°C) 4.2 inches (107 mm) 58°F (14°C) 3 inches (77 mm)
Nov 61°F (16°C) 3.5 inches (90 mm) 47°F (9°C) 3.8 inches (96 mm)
Dec 54°F (12°C) 4.3 inches (109 mm) 37°F (3°C) 3.4 inches (86 mm)