St. Augustine is where history and romance intertwine, creating the perfect setting for unforgettable moments. Whether you’re celebrating an anniversary or planning a romantic escape, Westcott House offers everything you need to experience the charm of this exquisite destination. As the best bed and breakfast in St. Augustine, we provide a unique blend of timeless elegance and modern comfort—allowing you to step back in time without compromising on contemporary conveniences.
A Sunset Cruise on Matanzas Bay
Nothing captures the essence of romance quite like a golden hour cruise. St. Augustine offers a wealth of sunset boat tour options along the scenic Matanzas Bay, where you’ll enjoy breathtaking views of the historic Castillo de San Marcos and the city’s charming skyline. Watch the sun dip below the horizon, casting its warm glow over the tranquil waters.
Many local cruise operators enhance the experience with thoughtful touches such as wine tastings or live music. For a more personalized outing, consider booking a private charter—perfect for intimate celebrations or quiet moments together. Advance reservations are highly recommended to secure premium seating and ensure unobstructed views. Some cruises also offer onboard dining, allowing you to fully immerse yourself in the beauty of the bay.
As a guest at Westcott House—the best bed and breakfast in St. Augustine—our front desk is always happy to assist with your travel arrangements and help you make the most of your stay.
A Romantic Stroll on St. George Street
Take a romantic stroll hand-in-hand along St. George Street, the vibrant heart of St. Augustine’s historic district. This charming, pedestrian-only thoroughfare is lined with cozy cafés, unique boutiques, and art galleries—making it a must-visit for couples eager to immerse themselves in the local culture.
Venture beyond the main street into the narrow laneways that branch off St. George Street, where you’ll uncover hidden gems such as historic fountains, secluded courtyards, and architectural treasures. Around every corner, you’ll discover a new facet of St. Augustine’s rich heritage, evoking the feeling of stepping back in time.
To delve even deeper into the city’s storied past, don’t miss the Colonial Quarter—a living history museum that offers a vivid glimpse into daily life during St. Augustine’s days as a Spanish colony.
A Horse-Drawn Carriage Ride
Experience the charm of St. Augustine from a unique perspective with a horse-drawn carriage ride through its historic, cobblestone streets. Whether you choose a sunlit daytime tour or a romantic moonlit excursion, these leisurely rides offer the perfect opportunity to admire the city’s timeless architecture at a relaxed, enchanting pace.
More than just a scenic journey, this experience is both engaging and educational—your knowledgeable guide will share captivating stories and historical insights that bring the city’s rich past to life.
For special occasions such as anniversaries or proposals, consider reserving a private carriage for an even more intimate and memorable experience. Evening rides are especially magical, as the quiet streets and softly illuminated buildings create a warm, romantic ambiance.
As always, the team at Westcott House—the best bed and breakfast in St. Augustine—is here to assist with your plans and ensure your stay is nothing short of exceptional.
