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Hidden Travel Gems: Private Island Vacations

We're in the heart of winter, which means most of us are daydreaming of warm weather and a change of scenery. Discover the tropical vibes, rustic charm, and natural beauty that these six private islands have to offer.

Private islands available for vacations are not nearly as rare as one might think—and your awareness of these incredible vacation spots might depend on your proximity to water. This type of vacation is usually viewed as an exotic luxury reserved for faraway paradises, but there are incredible private islands a lot closer than you may think (something an AGEIST team member was fortunate to recently experience). 

While maybe not on your radar when vacation planning, these exclusive getaways combine serenity, privacy, and the perfect touch of opulence. Whether you’re looking for a tranquil retreat, a grand celebration venue, or a new adventure, private islands have extraordinary features to offer. Here are a few island getaways definitely worth looking into, especially during these cold winter months.


1. Sunset Key Cottages, Florida

Located just off the coast of Key West, this 27-acre island is certainly a slice of tropical paradise. Sunset Key is only available via a short ferry ride from Key West, making it both convenient and secluded. The cottages, ranging from one to four bedrooms, provide stunning ocean views which are perfect for families, romantic getaways, and secluded escapes.

What sets Sunset Key apart are the luxurious amenities: a pristine private beach, a lush tropical pool, and the exquisite spa. Dining at the island’s Latitudes Restaurant is a must as the fresh, local ingredients always create an unforgettable culinary experience. For those seeking relaxation with a side of adventure, this island offers an unmatched Floridian escape.

Travel tip: You can also gain access to the island by making a lunch or dinner reservation at Latitude’s. This is how we first experienced the island prior to staying in one of their lovely cottages.

Credit: Wirestock / iStock

2. Grace Island, Connecticut

Nestled within the charming group of 25 archipelagos, the Thimble Islands are just off the coast of Branford, Connecticut, and Grace Island offers a rich blend of history and exclusivity. Coined “One of the Best Places on Earth” by the New York Times, The Queen of Thimbles is only accessible by ferry or private boat, making the journey itself an enchanting prelude to the destination.

The wooded islands are topped with Victorian-era summer cottages, replete with ginger bread trimming, making the destination ideal for weddings, retreats, vacations, and family reunions. You can expect breath-taking panoramic views, quiet seclusion, and that charming New England coastal vibe.

3. Little St. Simons Island, Georgia

Known as the island where nature is the luxury, this 11,000-acre natural haven is a sanctuary for wildlife enthusiasts and those seeking intimacy. Accessible only by boat, The Lodge on Little St. Simons Island hosts just 32 guests at a time and offers unparalleled exclusivity.

Guests can immerse themselves in the island’s wilderness, participating in birdwatching, fishing, and naturalist-led excursions. With rates covering meals, boat transfers, and guided tours, the experience is as all-inclusive as it is immersive. Nature lovers will appreciate its untouched beauty and eco-conscious ethos.

Travel tip: In the fall and winter months, be sure not to miss the staff-hosted island oyster roast!

Credit: Wirestock / iStock

4. Republic Island, Michigan

This two-acre island on the Michigamme River is the definition of rustic charm. Guests can access Republic Island by kayak, canoe, or small boat. This makes it perfect for adventurers and those looking to unplug from the modern world.

Accommodations consist of a cozy cabin equipped for self-catering, with plenty of opportunities for fishing, kayaking, and observing the local wildlife. Built in the late 1800s to early 1900s, the log cabin accommodates up to four adults and was rumored to have once served as a church. The island’s appeal lies in its simplicity—a chance to reconnect with nature in the heart of Michigan’s wilderness.

5. Savary Island, British Columbia, Canada

Located just across the U.S.-Canada border, Savary Island is worth the trip. Its proximity to Washington state makes it an accessible option for U.S. travelers. This five-mile island is famous for its sandy beaches, temperate climate, and unusually warm waters, which are rare in the Pacific Northwest.

Reachable by boat or small aircraft, Savary Island offers private cabin rentals that provide a serene and comfortable escape. While known for their white sand, there are some black sand beaches rumored to have a bit of gold mixed in. With its unique location and natural beauty, it’s a dream destination for beach lovers.

Credit: Russ Heinl / Shutterstock

6. Cottage Island, Idaho

Tucked away on the expansive Lake Pend Oreille, Idaho’s largest lake, Cottage Island offers a luxurious escape in the Pacific Northwest. Accessible by private boat, this nearly nine-acre island promises tranquility and scenic beauty with beautiful rock outcroppings and multiple pebble beaches.

The modern yet rustic cabins of Cottage Island feature gourmet kitchens and spacious living areas. Guests can enjoy private beaches, panoramic lake views, and an abundance of water activities, from boating to swimming. As you stroll along the shoreline of the crystal-clear waters, this island perfectly balances luxury with the raw beauty of Idaho’s landscape.


The Allure of Private Island Vacations

What makes private islands so alluring is their exclusivity and the ability to disconnect from the bustling world. Each of these destinations offers unique features: Sunset Key’s tropical sophistication, Grace Island’s historical charm, Little St. Simons Island’s untouched wilderness, Republic Island’s rustic tranquility, Savary Island’s coastal allure, and Cottage Island’s luxurious seclusion.

Access to these islands ranges from quick ferry rides and private boats to more adventurous options like kayaking or small aircraft, adding a touch of excitement to the journey. With a variety of natural landscapes, you’re guaranteed a unique experience combining nature, luxury, and privacy.

So, the next time you’re planning a vacation, why not skip the usual resorts and embrace the charm of a private island retreat? With a multitude of options to choose from, the perfect getaway might be more accessible than you think.

Cover image: Panoramic sunrise landscape view of the small Islands Sunset Key and Wisteria Island of the Island of Key West, Florida Keys.
Credit: Nancy Pauwels / iStock

See medical disclaimer below. ↓

4 COMMENTS

  1. What a Fantastic article! Most of these places I have never been too but reading about each of these islands makes me want to visit all! Thank you for sharing such great travel tips!

    • I’ve only been to one, but researching these types of islands was fun! I had absolutely no idea how many of these little “hidden gems” there were in the US. I’d like to visit one of the more rustic locations next.

    • Yes, Sunset Key is one of the pricier locations mentioned – there are a very wide variety of private and semi-private options available across the US with regards to cost and vacation “vibe”. The SK cottages have multiple bedrooms, allowing for travel with friends or family to split the costs (that’s what we did!)

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The ideas expressed here are solely the opinions of the author and are not researched or verified by AGEIST LLC, or anyone associated with AGEIST LLC. This material should not be construed as medical advice or recommendation, it is for informational use only. We encourage all readers to discuss with your qualified practitioners the relevance of the application of any of these ideas to your life. The recommendations contained herein are not intended to diagnose, treat, cure or prevent any disease. You should always consult your physician or other qualified health provider before starting any new treatment or stopping any treatment that has been prescribed for you by your physician or other qualified health provider. Please call your doctor or 911 immediately if you think you may have a medical or psychiatric emergency.

Ashley Feltner
Ashley is a writer, an artist, and an ideator who has placed storytelling into her process for bringing sales and marketing ideas to life for over 20 years. Her background includes recruiting, training, content development, and ERG leadership within highly matrixed organizations that provide her a unique perspective and an ability to authentically connect with individuals from all walks of life. With the desire to place a little humanity into the digital experience, Ashley believes that words do matter, a little empathy goes a long way, and having a purpose in life is imperative. She and her husband Gabe live in Nashville, TN with two very active teenage daughters and two very lazy field spaniels.

 

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