Where to Travel in September

By Andrew Wong,

Room5 is here to help you chase the last of summer with these Best Cities to Travel to in September! Labor Day doesn’t have to mark the end of long days and long drinks. Nay, it’s only a matter of a quick drive or flight to these North American destinations that safeguard a sultry spirit. Where to Travel in September? Here we propose three ideal destinations that will turn your month of September into one to remember.

Your Miami Beach Getaway

Weather Forecast: High 88°F ~ Low 75°F 

Why hit up Miami in September? Hotel prices, of course!

Laid-back vibes and some of the best nightlife in the nation aside, Miami Beach hotels start lowering their hotel room rates at this time of year. Whereas the annual average figures around $236, look forward to snatching a deal with the average room going for $186!

Need some inspiration? We’re putting our money on these sweet digs…

What to do in Miami Beach in September?


Though there’s never really a bad time to take on Miami and the Beaches, we’re especially fond of Florida’s sun and sand capital during September. If you ask us, it’s one of the best time to go to Miami. This is what we have on our agenda for the month…

Bite into Miami Spice

Miami Spice scallop risotto asparagus

August 1 – September 30. Take on the 305 through its fine dining restaurants with the prix fixe menus for Miami Spice. Enjoy three-course meals in some of the city’s best restaurants for $23 at lunch and $39 at dinner.

 

Spread out on The Beaches

Miami Beach Bob B. Brown umbrellas parasailing

Crowds start to thin out along the coast as school gets back in session. Pack your beach paddle ball set and SPF 50 — though keep an eye on the hurricane forecast just in case!

 

How Much to Budget


Aside from transportation to and from Miami Beach (and any side trips you’ll want to take), you can expect to spend roughly $606 over 48 hours as a couple in Miami Beach.

Cappuccino: $4.82

Taxi from the airport: $32 to South Beach, $21.70 to Downtown

One night in a 3-star Hotel: $171.36

Everglade Airboat Ride for Two: $40

Find September Deals in Miami!

 

Your Orlando Getaway

Weather Forecast: High 90°F ~ Low 72°F

Though kids are checking back into class for September, that doesn’t mean that it’s too early for a short family weekend away in Orlando!

Disney World, Universal Studios and SeaWorld aren’t going anywhere. Why not take advantage of shorter lines during this best time to go to Orlando? Similarly, look forward to some accommodation reductions. Whereas the average hotel room goes for $118 during the peak of summer, average room rates in-town drop to $109 in September.

Where to make your weekend in Orlando extra magical? These accommodation options have us spellbound…

What to do in Orlando in September?


Keep chasing those summer feelings with a trip to Florida’s family vacation destination. Towards the middle of the month, keep an eye out for special Halloween-themed events happening at the area’s theme parks.

Get your Spook on extra Early

Larkyn T Mickey's Not-So-Scary Halloween Party Magic Kingdom decorations

Photo by Larkyn T CC BY

All month. Orlando area theme parks are not shy when it comes to starting the Halloween festivities early. For the little ones, there is Mickey’s Not-So-Scary Halloween Party at the Magic Kingdom and SeaWorld’s Halloween Spooktacular while Universal Orlando’s Halloween Horror Nights 27 is all about the chills and thrills for teens.

 

Stroll around Disney Springs

Disney Springs water

Photo by Chad Sparkes CC BY

Check out the recently-renovated shopping and entertainment area at Walt Disney World. Shop the brands before stopping by The Boathouse Bar for a drink and a bite overlooking the Springs.

“Orlando is attractive to visitors at almost all times of the year but they will often find some of the best values in the months of May and September.”

George Aguel, President & CEO of Visit Orlando

How Much to Budget


Aside from transportation to and from Orlando and theme park tickets, you can expect to spend roughly $506 over 48 hours as a couple in Orlando.

Cappuccino: $3.98

Taxi from the airport: $20-23

 

One night in a 3-star Hotel: $125.08

Mickey’s Not-So-Scary Halloween Party (Adult entrance): $72

Find September Deals in Orlando!

 

Your Puerto Vallarta Getaway

Weather Forecast: High 90°F ~ Low 72°F 

Stumped for where to travel in September? Chase longer days and warmer climes by heading south of the Border this month in Puerto Vallarta!

Sun-seeking budget travelers can find the cheapest stays during June, September and October. While the tail end of hurricane season figures into the forecast at the beginning of the month, savings of 12% on average between August and September with the average room going for $139 per night!

Here are some of our favorite stays on Mexico’s Pacific Coast…

What to do in Puerto Vallarta in September?


Whether you’re looking for party, adventure or family time, Puerto Vallarta is a playground for all three different travel types. Beyond its moniker as a vacation destination, PV is a working Mexican city with a surprising cosmopolitan side waiting to be discovered…

Toast to Mexican Independence

Iglesia de Guadalupe fireworks Banderas Bay

Photo courtesy of the Fideicomiso de Turismo Puerto Vallarta

September 15. Live Mariachi, streets dressed in green, white and red pennant banners and a buffet of authentic street food are just some of the ways that locals like to celebrate their national independence. Join the crowds at the stroke of midnight for El Grito by the Town Hall before enjoying the fireworks on the Malecón. ¡Viva México!

Get Fit

Puerto Vallarta yoga Los Arcos Malecon

Photo courtesy of the Puerto Vallarta, Mexico Facebook page

Stretch yourself out in front of “Los Arcos” everyday at 8 am and 6 pm during open air yoga. Each session is led by a different instructor and participation is by donation. Alternatively on Sundays, take to the “Vía Recreactiva” which closes down the city’s main arteries to allow locals and visitors to have a leisure Sunday stroll.

“Located in the same latitude as Hawaii, our climate is ideal for a getaway year-round with activities taking place on a daily basis.”

Gustavo Rivas-Solis, on behalf of the Puerto Vallarta Fideicomiso de Turismo

 

How Much to Budget


Aside from transportation to and from the gem of Jalisco, you can expect to spend roughly $488 over 48 hours as a couple in Puerto Vallarta. Beside hotel prices, you can be sure there will be special offers around town for excursions and activities making September the best time to go to Puerto Vallarta.

Cappuccino: $2.23

Taxi from the airport: $11.40 to the Hotel Zone & Centro, $15.17 to the Zona Romantica & Old Town

One night in a 3-star Hotel: $67.91

Ziplining Adventure for Two: $198

Find Sept Deals in Puerto Vallarta!

Learn more in our Travel Advice Calendars


If you can’t make it to our “Where to Travel in September” destinations this month, try them out later this year with the help of our Travel Advice Calendar or subscribe to our “Where to Travel” mailer to be the first to learn of our destination picks.

*Feature photo via Unsplash

trivago hotel price data was accurate on the date of publishing. For the most up-to-date info and media requests, visit our Press Page.