25 Best Places to Propose in Orlando

June 6, 2019

25 Top Locations for Your Orlando Engagement Photography Shoot 

 If you're wondering where to propose in Orlando, here are 25 of the most beautiful locations, from gardens to waterfronts around the Central Florida and Orlando, Florida area. I've also included some engagement session tips and proposal tips. 

Quick List of Proposal Locations

1. 
Kraft Azaela Park
2. Rollins College
3. Cypress Grove Estate House
4. Wekiva Springs State Park

5. Downtown Sanford
6. Pioneer Village

7. Lake Louisa State Park

8. Jetty Park
9. New Smyrna Beach
10. Disney Boardwalk Resort
11. Your Favorite Place to Go
12. Winter Park, Florida
13. Downtown Orlando
14. Azalea Park

15. Bok Tower  Gardens
16. Lake Runnymede Conservation Park
17. Harry P. Leu Gardens
18. Lake Eola
19. Downtown Celebration, Florida
20. Downtown Winter Park Train Station
21. Casa Feliz
22. Downtown Winter Garden
23. Baldwin Park
24. Downtown Oviedo
25. Maitland Art Museum

 

 

Engagement sessions hold a lot of value because they are (most of the time) the first time that you will interact with a professional photographer for your wedding journey - outside of family yearly photos (which I also shoot). This is why I also tell my couples not to sacrifice their engagement session (by negotiating to remove it from their collection) because it really serves a vital point in the relationship you have with your photographer.  

So, the secret is out! You found the love of your life, you're engaged, and now you're ready for your wedding (marriage)! It's now time for you to have an engagement session. You and I will discuss some pretty and of course comfortable places for you to take pictures in Orlando/Central Florida. 

Maybe you're wondering where the session can be held or you've been searching all over Pinterest for "engagement photo locations", and now you feel like it's an endless search of locations - making it even harder for you to make a decision.

I'm sharing some of the best location that I love shooting at as an Orlando engagement, weddings, and elopement photographer. With that being said there are a lot of photoshoot locations so that's why I came up with this list of the Top 25 Best Engagement Session Locations in Orlando! 

This list will help you narrow down some really amazing locations for your engagement session.:


Kraft Azaela Park
Location: 1365 Alabama Dr, Winter Park, FL 32789

What's So Good About It: 5.22 acre public garden located on the shore of Lake Maitland, lined with large cypress trees. If you've been following me for a while, you know I am a sucker for trees and Spanish moss. Another plus, you can also reserve this space for an intimate wedding ceremony of up to twenty people within the most intimate and beautiful space called The Exedra.

 

Rollins College
Location: 1365 Alabama Dr, Winter Park, FL 32789

What's So Good About It: Beautiful architecture and landscaping. It's great for couples that want a rustic look mixed with oak trees, a grand garden area, green-leaf walls and lakeside sunset (based on the time of day for your shoot).

 

 

 

Watch This Engagement Session Reveal 

 


 

Cypress Grove Estate House
Location: 290 W. Holden Ave.Orlando, Florida 32839

What's So Good About It: The park is huge! There is more than enough space for your session where you don't have to worry about people being in the way during your session. The estate house makes for a beautiful backdrop as well. The landscaping is beautifully manicured.


Wekiva Springs State Park
Location: 1800 Wekiva Cir, Apopka, FL 32712

What's So Good About It: If you really like the nature-like feel, you're a camper or someone that likes hiking, this is a great location for your session. There is a lot of greenery and the trees are really stunning; tall and standing with authority. 


Sanford, Florida (Downtown)

What's So Good About It: Downtown Sanford has a historic feel with a lot of findings that really make the historic feel come to life. I also love the brick roads. It really dates the area, but will pop in your session if this is the look/theme you desire. 


Pioneer Village
Location: 2491 Babb Rd. · Kissimmee Fl 34746

What's So Good About It: Pioneer Village has an amazing field area, a barn that makes for great photos if you're a coffee drinker that also loves a rustic look.

Lake Louisa State Park
Location: Clermont, Florida

What's So Good About It: Lake Louisa State park is the perfect location if you want a forest-look and feel. It also has a beach location that is perfect for your Engagement session. 


Jetty Park
Location: Cape Canaveral, Florida

What's So Good About It: The beautiful beach area is filled with rocks, grass that kisses the edges of the beach and sand, it's a great location for a serene beach feel.

Downtown Sanford | See their session here.

 


New Smyrna Beach
Location: 2238 State Road 44, New Smyrna Beach, FL 32168

What's So Good About It: Another beautiful beach location. The best sessions here happen early in the morning - before 9:00 a.m. The beautiful beach area is filled with sand and surrounding vacation-style hotels and homes that actually make your session look like you took a mini-vacation during your session. Great for destination weddings. 


Disney Boardwalk Resort
Location: Lake Buena Vista, Florida 

What's So Good About It: This turned out to be a location that has grown on me. When I first shot here it was because my couple loves Disney, but didn't want to go to the actual theme park for their session. 


 

Downtown Orlando | See their session here.

 

 
Your Favorite Place To Go

What's So Good About It: It's personal and significant to the both of you. I will work on the entrance process if having a permit or anything like that is necessary, but otherwise, this is a great place to have your session as well.

 


Winter Park, Florida

What's So Good About It: So, I am a sucker for any area in Winter Park. I honestly would take you to the location post office in Winter Park because it is a stunning area. I have found so many hidden areas in Winter Park, Florida. Winter Park Library IS A GREAT place as well.


Downtown Orlando, Florida

What's So Good About It: A lot of surroundings that will compliment your session whether you dress up or dress down. There are a lot of hidden areas that are really stunning.


 

Downtown Orlando | See their session here.
 


Dickson Azalea Park
Location: 100 Rosearden Drive, Orlando, FL 32803

What's So Good About It: Dickson Azalea Park offers an oasis for those who want to enjoy its shady trees, picturesque landscape, beautiful birds and flowing water.

 

 

Bok Tower Gardens
Location: 1151 Tower BoulevardLake Wales, Florida 33853  


Lake Runnymede Conservation Park
Location: 4600 Rummell Rd, St Cloud, FL 34771

 

What's So Good About It: If you like enormous Live Oak trees this is a great place for your session. There is also a really long trail on location that makes for some beautiful candid photos/moments. 


Harry P. Leu Gardens
Location:1920 North Forest Avenue, Orlando, FL

What's So Good About It: 50-acres of a botanical oasis minutes from Downtown Orlando. There are also themed areas so it's perfect for variety of scenery.  


Lake Eola
Location: Downtown, Orlando 

What's So Good About It:  If you're local to the area, then you've seen the eye-catching fountain that everyone knows as a  statement piece at Lake Eola. If you're having a destination weddings, Lake Eola is a popular location as it holds a lot of historic value with a lot of the sculptures featured on location. 



 

Downtown Celebration, Florida 

What's So Good About It: A lot of surroundings that will compliment your session whether you dress up or dress down. There are a lot of hidden areas that are really stunning.


 

See their session here.
 

 

 

Downtown Winter Garden

What's So Good About It: Downtown Winter Garden has so many great photo locations. The surroundings that will compliment your session whether you dress up or dress down. I also love the brick-lined streets. It's definitely a choice if you're attire is geared towards the 1950's and 60's.




Casa Feliz

What's So Good About It: This location truly speaks for itself. It has a beautiful golf-course nearby that also adds to the area complimented by large trees with Spanish moss. 


 

 

Winter Park Train Station & Hannibal Square

What's So Good About It: The vine walls and the surrounding architecture is absolutely stunning! 


 

See their session here.
 

 


Baldwin Park


Downtown Oviedo

What's So Good About It: The is a huge lake that is a smaller version of the lakefront at Lake Eola. This area is so well taken care of and has grown a lot. I also have special access to an indoor area that can make for a great second location.


 

 

 

Maitland Art Museum
Location: Maitland, Florida 

What's So Good About It: This location does require payment to enter, but its worth it if you want to be sure that no one else will enter the location during your session.   


BONUS SPOT:

Tampa, Florida

What's So Good About It:A lot of historic site locations and places to have your session. See a real Engagement session here.

 

 

 

 

Now that you've combed through that list, I want to give you some more tips for what to wear.

 


 

TIPS ON WHAT TO WEAR FOR YOUR ENGAGEMENT SESSION

 

Are you freaking out because you don't know what to wear to your Engagement Session, and while Pinterest is a great resource, it seems like too much to really narrow down what to do? No worries because I'm here to help.

 

 

 

HERE'S WHY YOU SHOULD NOT SKIP AN ENGAGEMENT SESSION:
 

 

Choosing a photographer for your wedding is very important. Here's why that photographer should also be used for your Engagement Session.

 

1. "Getting to know YOU...

"Did you sing reading that? Haha, I did typing it. The benefit of having yourEngagement Photos also taken by your wedding photographer is that they've taken some time to get to know you before your special day. This means they know your body language, how the couple interacts with each other, and last but not least the couple's limitations (if any).

 

2. "HOW DOES IT FEEL..."
 

This is also a great opportunity for you (the couple/client) to get to know the photographer. When I'm on location I love to interact with the couple, but I also like to keep it natural; natural is a big thing for me. I don't want my couples to feel robotic. I don't want to talk them to death throughout the session. Candid moments make for some great moments indeed.

3. NO LONGER STRANGERS

 

On your wedding day nervousness and sometimes anxiety automatically take over. What better way to remain relaxed and enjoy the moment, than to have a photographer that you already know and have shot with before; to capture your special day.You don't have to worry about not understanding their direction or even their tone of voice when telling you to pose for a shot. You already trust them!

 

 

Are you freaking out because you don't know what to wear to your Engagement Session, and while Pinterest is a great resource, it seems like too much to really narrow down what to do? No worries because I'm here to help.
 

 

Remember, in addition to getting to know your photographer, learning prompts from each other that help you (during your E-Session and on your wedding day), the goal of an Engagement session is to connect with your photographer.

So, now that you've read that entire list, which location is your favorite? 


 

 

 

 

 

 

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CALL/TEXT: (321) 348-4885

NAVIGATION:

Anesha Collins is well recognized photographer and cinematographer currently based in Orlando Florida.
 She’s also available for international travel and 

destination weddings as well.

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