How to prepare for your Engagement Session on Martha’s Vineyard

Today feels like spring on Martha’s Vineyard, and it is time to get ready for all the up-coming engagement sessions. Some of my favorite moments spent with couples are during engagement shoots. It’s one of the best ways to tell the story of your adventure on Martha's Vineyard, and allow your wedding photographer to help prepare you both for photographing your special day. 

In this blog post, I will try to answer questions such as: What is an engagement session? Why should you have an engagement session? What are the best locations for an engagement session on Martha’s Vineyard? What are ten tips for a successful engagement session?

What is an engagement session?  

One of my future brides just recently asked me this question, and grooms often mention that they had no idea such a thing existed.  An engagement session is basically a couple portrait session, but one that we schedule before we meet on your wedding day so we can work together and become more comfortable with each other.   I think it’s more important to know why you should have an engagement session rather than its definition. 

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Why should you have an engagement session? 

Most of my wedding packages include a complimentary engagement photo session on Martha’s Vineyard which helps us to learn more about each other us and create an opportunity to practice and become more comfortable with each other.  I believe that establishing trust and connection between a couple and the photographer is essential for creating the best quality photographs. This vital time together is the main reason why we offer engagement session free of charge. 

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Martha’s Vineyard is well known for being a wedding as well as proposal destination. We have clients who love Martha’s Vineyard and decide to propose to their soulmates and do an engagement shoot but are not planning to get married here. I still recommend an engagement session to all couples and here is why. 

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Ten reasons to do an engagement session: 

  • Practice for your big day

  • Establish a relationship with your photographer

  • Learn more about each other personalities and needs

  • Build your camera confidence, especially if it's your first professional photo session.

  • Create memories together

  • Print photos for display or order an album to have a tangible link to your memories

  • Use images for your wedding invitation

  • Use images for your save-the-date card

  • Use images for your wedding website

  • Have fun! It’s an entertaining activity to do with your soul mate

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10 Tips for a successful Engagement Session

#1 What should we wear?  I would recommend bringing two outfits. One casual and one that is dressier. The best advice I can give you about your outfits is trying to coordinate instead of matching.  Remember, wearing comfortable clothes is essential.  Make sure it's you, your style, and that you feel comfortable and confident. You might want to pick your outfit colors accordingly with the season. Each season has its color palettes.  If you have some free time, you can do a color analysis and find out your season type. The Color Me Beautiful theory is based on four color types: spring, summer, autumn, and winter. Which seasonal type you are depends on two essential variables: the undertone of your skin, hair, and eyes (warm/golden vs. cool/ashy), and how light vs. deep your overall coloring is, specifically your hair. Read more about it here.

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#2 Don’t forget about preparing your groom. Take some time to prepare your fiance’.  If your fiance’ has no idea of what engagement or couples photography is, he might think it’s a bit weird when the photographer tells you two to “Nuzzle” or get “Nose to nose.”  He’s expecting just a few pictures of you are smiling for the camera, or showing off the ring and that’s it. Please, find a free minute to show him an example of an engagement session on my blog.  Then he will be aware of what is he going to be part of, and there will be no surprises for him. I just want the two of you to feel comfortable during the session. Girls are usually more likely to model or what I lovingly refer to as “work-it” in front of the camera, but guys on the other hand often are not. However, if they see some of my images and poses beforehand, they know that I’m only there to make them look extra handsome. 

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#3 Please be on time! I’m a natural-light photographer, so the sun dictates how long I can photograph you. Please make proper considerations for traffic, hair delays, and fashion emergencies. An average shoot lasts 1-2 hours if you show up 30 minutes late will be losing our light.  I want the best photography experience for you and being on-time can help achieve a significant portion of it

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#4 Don’t hesitate to check out photo shoot locations beforehand. I encourage you to take a walk in the town where you would like to do your engagement session, and you can try to find some spots that you feel resonate with you. There is beauty everywhere on Martha’s Vineyard, but a gem you see is often the best backdrop for your session.

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#5 You might want to bring along props. I always push for an engagement shoot to reflect your personalities. For instance, I’ve had a couple that had matching iPods, so they brought them along because they’re both really into music, but the list is endless! Suggestions: bikes, polaroid camera, personal journals, vintage outfits, magazines you like reading. Anything! Don’t hesitate to bring anything that genuinely reflects you individually or as a couple.

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#6 Think about makeup trial before your engagement session. It's the best way to see what your makeup will look like in pictures before the wedding day.  Also, it might help you boost your confidence and sometimes spending a little bit of extra time makes a difference. I’m not saying you should do this at all. If you’d like recommendations, I’d be happy to pass a few along who’ll take good care of you! 

#7 Can we bring our pet? YES! We love to have your best friends join us. We suggest having someone else come along so that your pet(s) can go with them after they are done with their featured photos. 

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#8 Avoid Writing/ Logos. Unless it’s your favorite shirt and there’s an inside joke about it that you both agree should be documented. Otherwise, please leave the logos at home. Logos will be a visual distraction in your photographs. Your engagement session is about you and it not sponsored by American Eagle. 

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#9 Be Confident. Don't worry about how you look, just enjoy the moment. Your best photos will be created when you are feeling your best.  You are amazing and, and it is my job to document it.

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#10 Relax. It's an opportunity just to have some fun and snuggle with your love! Trust that your photographer knows what poses and light will be the most flattering so that you can only enjoy the moment with one another — by the time your wedding day rolls around, you’ll be pros! 

Where are the best engagement locations on Martha’s Vineyard?

The first thing that we have to do together is to choose your engagement location and time. Some of my couples already have a place in mind which is very meaningful to them and connects to island memories.  If one was unsure I suggest a few authentic and beautiful island locations for your session. 

Aquinnah Public Beach in Aquinnah or Gay Head Public Beach (Moshup Beach). Mila’s favorite location for engagement sessions!

  • Beautiful beach with cliffs off of Moshup Trail. The beach is approximately a ten-minute walk from the parking lot on a cleared trail. There is a $15 parking fee. We can park at one location and walk to both if that is preferable, but there is a lot of walking for those who have limitation. If you are staying up-island in West Tisbury, Chilmark or Aquinnah. The Aquinnah Lighthouse and Aquinnah Public Beach would be a good choice. We would start the session at the beach and end at the lighthouse.

Edgartown Harbor Lighthouse Beach

  • The lighthouse is at the beach with some beautiful and short walking trails from parking on North Water Street. Leave some extra time to find parking in the summer.

Lambet’s Cove Beach & Inn in West Tisbury

  • Considered by many to have the finest sand and clearest water on the North Shore.

Menemsha

  • Menemsha is a home to the best sunsets and beach picnic area, fishing, and place to eat a lobster outside with a sea view.  The colors are vibrant and positive. You will see lots of lobster pots, nets, and artistic workboats and painter around. It's well known as friends and family gathering place on the beach where you can relax, take it easy, go for a swim,  set up a picnic and bring your own drinks and maybe do a little bit of fishing.  I would love to photograph a connection between Dad and his children while they are fishing. Plan a beach picnic, and I will join you! Just say you old friend Mila will swing by and will take some fun pictures for us or we can start your session with a lobster meal by sitting outside and having a little introduction chat and then walk around the tiny fishing village streets and of course spending some time at Menemsha Beach. Sounds like fun, doesn't it? Note: It’s hard to find parking during the late afternoon so plan ahead, arriving early is a must for this location.

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  • Chilmark section of South Shore. Surf, bluffs. Chilmark residents only in the summer time. It’s open to all during the off-season ].

Cedar Tree Neck Sanctuary

  • It has a beautiful woodsy 10 min hiking walk and a photogenic entrance through dunes to the beach. The Vineyard Sound waves beat against the boulders, beach grasses bend before salt-laden breezes, stunted American beeches bear wooden witness to constant, sculpting wind, and freshwater tumbles down a rocky stream bed to meet the sea. One also finds excellent examples of the habitats and vistas that make Martha’s Vineyard such a special place. A one-time visitor here can get a sense of the varied natural endowment of the Vineyard; a seasoned naturalist could spend a lifetime pursuing the secrets of the Sanctuary’s diverse flora and fauna.

MyToi Garden

  • Nestled within Chappaquiddick Island on Martha's Vineyard, emerald-like, is the intimate Japanese-style garden, Mytoi, which offers natural serenity and a place of contemplation to visitors who venture here. Sheltered by a lovely pine grove, the preserve includes a small pond and island, non-native and native flowers and plants, footpaths leading past a birch walk and stone garden, and a trail winding toward Poucha Pond and the salt marsh. In order to get there, you will need to take a 3 min ferry ride from Edgartown to Chappy.

Katama Beach (South Beach)

  • This is a long sandy beach with grassy dunes and two entrances called left and right fork. The left entrance is close to the Winnetu Hotel and the right fork is past the Katama Airfield.

Polly Hill Arboretum & Local Nurseries

  • The Polly Hill Arboretum, a Martha’s Vineyard horticultural and botanical landmark. Rare trees and shrubs from around the world are set among stone walls, meadows, and fields, including Polly’s famous North Tisbury azaleas, the national stewartia collection, camellias, hollies, rhododendrons, crabapples, conifers, magnolias, and many more.

East Chop Public Beach & Oak Bluffs Streets

  • Harbor with boats, docks, and beach grass with ferries passing in and out. Close to town but intimate.

West Chop Beach & Owen Park Beach in Vineyard Haven

Spohr Gardens, Main Streets in Falmouth & Lifestyle Home


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