Private Day Sail Along Historic Bayfront + Oldest Store Museum


Explore St. Augustine’s charm from land and sea with the Private Day Sail Along Historic Bayfront + Oldest Store Museum package. This Tripster-exclusive bundle blends a private sailing adventure with a fascinating step into Florida’s past, offering the perfect mix of history and relaxation.

Start your journey aboard a Private Day Sail Along Historic Bayfront. With your own dedicated captain, cruise along the Matanzas River and soak in breathtaking views of the Castillo de San Marcos, the Bridge of Lions, and the historic bayfront. The intimate setting allows you to fully relax while keeping an eye out for dolphins, manatees, and seabirds that often make appearances. It’s a personalized, unforgettable way to see St. Augustine’s coastline.

Once back on land, take a step into the past at the Oldest Store Museum. This interactive attraction brings the 1900s to life with costumed actors portraying clerks and salespeople. Explore shelves filled with vintage gadgets, farm equipment, medicines, and curiosities that were once cutting-edge. It’s both educational and entertaining, giving visitors a glimpse into what shopping was like over a century ago.

When you book both experiences together through Tripster, you’ll enjoy exclusive discounts and the convenience of one seamless reservation. No juggling multiple tickets, yes just an easy, affordable way to maximize your St. Augustine adventure.

This package is ideal for families, couples, or history lovers who want to combine a leisurely sail with an immersive historic museum experience. From spotting dolphins on the bayfront to marveling at century-old innovations, you’ll get a well-rounded taste of what makes St. Augustine unique.

Don’t miss out! Reserve your Oldest Store Museum + Private Day Sail Along Historic Bayfront package today with Tripster and enjoy the best of Florida’s history and coastal beauty in one unforgettable day.

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Package Includes:

Private Day Sail Along Historic Bayfront
Glide past St. Augustine's historic bayfront aboard a private 2‑hour sailing charter. Limited to six guests aboard a USCG‑captained sailboat, it offers fresh sea air, coastal wildlife sightings, and iconic views of city landmarks.

Oldest Store Museum
Immerse yourself in turn-of-the-century nostalgia with a visit to the Oldest Store Museum - a recreation of St. Augustine’s original general store. Explore over 100,000 authentic products and inventions like vintage farm equipment, corsets, tonics and elixirs, and more. Live actors portray clerks, a butcher and snake oil salesmen peddling their latest wares.
TripAdvisor Traveler Rating:
TripAdvisor user rating 4.50 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.