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About Us

Sunshine Daydream Charters is an owner operated small business, so you know you’ll be getting the best service possible. Our charters are private, and fully customizable. We pick up charter guests both on St. John and St. Thomas. Let us help you plan what’s sure to be the Best Day of your Vacation. See you on the water!

Your Captains

Meet Captain Rob

Sunshine Daydream Boat Charters is owned and operated by Captain Rob Woodworth, a Coast Guard Licensed 100 Ton Captain as well as a Certified Padi Rescue Diver.  Rob has always been an avid outdoorsman and has spent his life “living the dream” in many spectacular locations.

In his younger days, Rob spent 4 years living on Maui where he worked on “Sea Smoke”, a beautiful 58ft catamaran, as well as working in the scuba diving industry. His love for the mountains brought him to Colorado where he spent many years living the life of a professional ski bum in both Steamboat and Telluride, Colorado.

Ultimately his love for the sea won out and he decided to trade ski boots for flip flops when he moved to St John, VI with his girlfriend and 3 dogs.  Rob is full of great stories and information about the surrounding islands and their history, and is sure to keep you entertained throughout the day.

Whether you’re interested in snorkeling, island hopping, bar hopping, shopping, or just site seeing around the Virgin Islands, let Captain Rob show you what’s sure to be the best day of your vacation! Call today, and let us help you plan your day at sea with Sunshine Daydream Boat Charters.

Meet Captain Lee

Captain Lee is a 100 Ton Master Captain, and has been working on both sail and power boats in the Virgin Islands for over 10 years. He is also a PADI certified scuba diving instructor, and has lived all over the world diving and teaching. His knowledge of the area, and his passion for the ocean and especially all things below the water make him an excellent host for what’s sure to be the best day of your vacation!

Whether you’re interested in snorkeling, island hopping, bar hopping, shopping, or just site seeing around the Virgin Islands, let Captain Lee show you what’s sure to be the best day of your vacation! Call today, and let us help you plan your day at sea with Sunshine Daydream Boat Charters.

Meet Captain Nicole

Captain Nicole is a 100 ton Master Captain, who was born and raised on St John, USVI.

A former competitive surfer and sailor, with many years experience as a surf and ocean safety instructor Nicole is a true waterwoman! She loves to share her vast knowledge of the ocean with our guests, and spread the joy it gives us all.
Hop on board with Nicole for a locals guide through the crystal blue Virgin Island waters she grew up in!

Whether you’re interested in snorkeling, island hopping, bar hopping, shopping, or just site seeing around the Virgin Islands, let Captain Nicole show you what’s sure to be the best day of your vacation! Call today, and let us help you plan your day at sea with Sunshine Daydream Boat Charters!

Merchandise

Take home a little piece of your perfect day on Sunshine Daydream! Let us have your swag waiting for you on your charter by submitting a pre-order, send us your address to ship, or choose from our wide selection on the boat when you start your adventure.

a cup of water on a rocky beach

Silipints | $15 each

Our Silipints are 100% food-grade silicone drink ware. No BPA’s, dishwasher and microwave safe. Our 16oz cups come in “Blue” or “Hippy Hop” color options with our yellow Sunshine Daydream logo.

Drifit t-shirt

DriFit sunshirts | $40 each

Our DriFit sunshirts are 50 spf which makes them perfect for swimming, snorkeling, fishing, hiking and more. We have sizes from Youth Medium to Adult XXL.