Using a SharePoint site calendar allows everyone who has permission to view and modify it.
To avoid the back-and-forth between SharePoint and Outlook, connect the calendar list to your inbox environment.
After the connection, your existing Outlook calendar and the SharePoint calendar will be displayed side by side.
This allows you to conveniently manage all your calendars in one place.
You can perform all the common actions to the connected calendar; you can edit, copy,
or delete. All the changes that you make to the calendar in Outlook will be reflected in
SharePoint and vice versa.

The short video above shows the steps.

This video is a help item from VisualSP, the plug-and-play add-on application that
provides end-users with context-sensitive instant help at the moment of need,
automating training and support for SharePoint and Office 365.
To see how it works, see a live demo at: VisualSP.com

About the Author:

Asif Rehmani has been a SharePoint Trainer, Consultant, Author, and a SharePoint Server MVP since 2007. He’s the founder of VisualSP Help System.

VisualSP provides just-in-time learning and help through proprietary help system software. Also, the website hosts a variety of training videos authored by renowned experts in the industry.

Over the years, Asif has provided SharePoint consulting and training to major clients such as Department of Defense, NASA, Hersheys, Toshiba, State Farm, Federal Home Loan Bank, US Army and many more.

Video Transcript: 

The calendar on a SharePoint site can be connected directly to Outlook so you can manage your events within outlook in this calendar which has several events I would go to the calendar tab and click on connect to Outlook allow the synchronization of the events once you allow that and provide the credentials that it asks for it will show the events directly within Microsoft Outlook and if you are a member of its site you have the ability to manage these events directly with an Outlook modify them copy them or create new ones it shows your calendar and your calendar from your SharePoint site side-by-side.