Private Sunset Sailing Charter Along the Bayfront + Oldest Store Museum


Step into the past and sail into the evening with the Private Sunset Sailing Charter Along the Bayfront + Oldest Store Museum package. This exclusive Tripster deal blends an immersive historical experience with a romantic and relaxing sunset cruise, offering travelers a seamless way to enjoy St. Augustine’s charm.

As evening approaches, head to the water for your Private Sunset Sailing Charter Along the Bayfront. With your own captain at the helm, enjoy a tranquil sail along the Matanzas River as the sun dips below the horizon. Watch the historic skyline light up in golden hues, with views of landmarks like the Castillo de San Marcos, the Bridge of Lions, and the city’s bayfront. Along the way, keep an eye out for dolphins, seabirds, and manatees that often appear in these serene waters.

At the Oldest Store Museum, where costumed actors bring early 20th-century shopping to life. Wander through aisles lined with vintage products, quirky gadgets, medicines, and farm tools that were once cutting-edge innovations. This interactive museum provides a fun, educational, and family-friendly glimpse into how locals lived, worked, and shopped over a century ago.

By booking through Tripster, you’ll unlock exclusive savings and the convenience of one simple reservation. No need to manage multiple tickets, this combo makes it easy to plan a memorable day in St. Augustine.

This package is perfect for families who want a blend of fun and history, as well as couples looking to end the day with a romantic sailing experience. From the nostalgic charm of the Oldest Store Museum to the breathtaking views of a sunset cruise, it’s a well-balanced way to experience the nation’s oldest city.

Reserve your Private Sunset Sailing Charter Along the Bayfront + Oldest Store Museum package today with Tripster, and enjoy the best of St. Augustine’s history and coastal beauty in one unforgettable adventure.

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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.

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.