Private Sunset Sailing Charter Along the Bayfront + St. Augustine History Museum


Uncover centuries of history and end your day on the water with the Private Sunset Sailing Charter Along the Bayfront + St. Augustine History Museum package. This Tripster-exclusive deal combines a fascinating museum experience with a private evening sail, offering travelers both enrichment and relaxation in the nation’s oldest city.

Into a serene evening aboard a Private Sunset Sailing Charter Along the Bayfront, with your own captain at the helm. You’ll cruise along the calm waters of the Matanzas River as the sun sets over St. Augustine. Admire panoramic views of landmarks like the Castillo de San Marcos, the Bridge of Lions, and the glowing skyline while spotting dolphins and seabirds along the way. The intimate setting makes it perfect for couples or families seeking a memorable evening on the water.

At the St. Augustine History Museum, where interactive exhibits and artifacts bring Florida’s past to life. Explore centuries of stories, from the city’s founding by Spanish explorers to the Gilded Age and beyond. With authentic displays of maps, shipwreck treasures, and cultural artifacts, the museum provides an engaging look into how St. Augustine shaped American history.

By booking this package with Tripster, you’ll enjoy exclusive discounts, real-time availability, and a streamlined checkout process. Instead of managing multiple tickets, Tripster makes it easy to reserve both experiences at once, thus saving you time, money, and hassle.

This package is ideal for travelers who want to balance daytime discovery with evening leisure. From exploring rich exhibits in the St. Augustine History Museum to sailing into a breathtaking coastal sunset, it’s a complete way to experience the city’s culture and natural beauty.

Book your St. Augustine History Museum + Private Sunset Sailing Charter Along the Bayfront package today with Tripster, and enjoy history, romance, and coastal charm all in one unforgettable experience.

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Package Includes:

Private Sunset Sailing Charter Along the Bayfront
A private sunset sail in St. Augustine offers stunning waterfront views, likely dolphin sightings, and an intimate setting perfect for couples or small groups—ideal for celebrating or simply relaxing as the sun sets over historic landmarks.

St. Augustine History Museum
Journey through more than 400 years of history with a visit to the St Augustine History Museum. Explore private collections and authentic artifacts that bring history to life. Discover a sunken treasure room. Learn about Florida’s evolution under Spanish rule and hear riveting stories about Spanish Galleons, Native Americans and pirates of the Revolutionary War.
TripAdvisor Traveler Rating:
TripAdvisor user rating 3.30 out of 5

Good to know about this package:

  • Your package is based upon 2 adults. However, each product may classify different adults and children by different ages.
  • This package is subject to availability of tickets and rooms for selected travel dates.
  • Pricing is subject to amount of people chosen in the package, dates, show times, ticket selections, hotel and room selections, plus applicable taxes.
  • Your package is based upon {{siteContext.options.numAdults}} {{ ((siteContext.options.numAdults > 1) ? 'adults' : 'adult') }} and {{siteContext.options.numChildren}} {{ ((siteContext.options.numChildren > 1) ? 'children' : 'child') }}. However, each product may classify different adults and children by different ages.
  • This package is subject to availability of tickets and rooms for selected travel dates.
  • Pricing is subject to amount of people chosen in the package, dates, show times, ticket selections, hotel and room selections, plus applicable taxes.