Life gets busy, and three-day weekends are the perfect opportunity to step away from the hustle and indulge in a well-deserved escape. Whether you’re planning a Valentine’s Day or Presidents’ Day retreat or another long weekend getaway, Tacaro Estate offers the ultimate combination of relaxation, luxury, and adventure. Located near historic Annapolis, MD, the estate is less than an hour’s drive away from the hustle of Washington D.C. and Baltimore, providing an idyllic setting to unwind and reconnect, making it the perfect destination to maximize your time off.

Day 1: Arrival and Relaxation

Kick off your weekend by arriving at Tacaro Estate in the early afternoon, giving yourself time to settle in and soak up the charm of its timeless decor and welcoming atmosphere.

• Check-In and Explore: After you’ve unpacked, take a stroll around the estate grounds. The elegant gardens, serene walking paths, and picturesque views create a calming introduction to your stay.
• Wine and Charcuterie Welcome: Start your evening with a wine tasting paired with locally sourced cheeses and charcuterie. Tacaro’s expert team curates seasonal selections to suit every palate.
• Cozy Night In:  After dinner, spend the evening by the fireplace with a glass of wine or hot cider or cocoa, savoring the peace of your surroundings.

Day 2: Explore, Indulge, and Unwind

With a full day ahead, you can immerse yourself in everything Tacaro and its surroundings have to offer.

• Ease into Morning: Sip on a freshly brewed cup of coffee or a soothing herbal tea while you sink into one of the library’s comfortable chairs. Browse the estate’s carefully curated collection of books, whether you’re in the mood for a novel or a coffee table book with inspiring photography, there’s something for everyone. This slower, screen-free start sets a relaxed tone for the day, allowing you to fully appreciate the luxurious charm of Tacaro Estate. Then indulge in a three-course breakfast complete with the best croissants outside of Paris, a fruit starter, savory and sweet options, juice and coffee
• Explore Annapolis: Tacaro Estate’s proximity to Annapolis means you’re just a short drive from the rich history and vibrant culture of Maryland’s capitol. Spend the morning wandering cobblestone streets, exploring the Naval Academy, or browsing local boutiques and galleries.
• Lunch with a View: Stop by a waterfront restaurant in Annapolis for fresh seafood and scenic Chesapeake Bay views at some of our favorite local restaurants, The Choptank, Acqua al 2, or Lewnes’s Steakhouse. 
• Afternoon Adventure or Relaxation:
  • For outdoor enthusiasts, Tacaro’s own walking trails, as well as nearby parks and trails, provide opportunities for hiking, birdwatching, or a brisk winter walk. 
  • For one lovers:  Wine tasting at one of many local wineries.
  • Nearby sailing at The Sailing Academy is exceptional for boating enthusiasts.
  • Tacaro’s heated pool and hot tub overlooking the gorgeous expansive lawns and Chesapeake Bay is open this year from April 22, 2025 to mid-November. 
  • Take a couple of our complimentary bicycles out for a spin on the local side streets by the water, or have a picnic by one of the nearby beaches. 
  • Prefer to stay cozy? Return to Tacaro for a massage treatment from the comfort of your suite. Please note that this must be scheduled in advance! Call us to inquire about bookings. 

Day 3: Savor Every Moment

As your weekend winds down, take the time to soak in the magic of Tacaro Estate before heading home.

• Leisurely Breakfast: Enjoy a decadent breakfast in bed or at the estate’s dining room, complete with freshly brewed coffee, pastries, and seasonal specialties.
• Late Check-Out Perks: Tacaro offers flexible check-out options, so you can enjoy your last few hours without feeling rushed. Take a final walk through the estate’s gardens, curl up by the fire, or snap some photos to capture the memories.
• Optional Add-Ons: For those with extra time, consider booking a late-afternoon wine tasting, charcuterie board, or a farewell spa treatment to round out your trip.

Tips for Making the Most of Your Stay

1. Book Early: Three-day weekends are popular times for getaways, so secure your spot at Tacaro Estate as soon as possible to ensure availability.
2. Customize Your Experience: Tacaro’s team can help you plan activities tailored to your interests, from romantic surprises to curated itineraries.
3. Pack for the Season: Whether it’s cozy sweaters for winter nights or light layers for spring days, ensure you’re prepared for the season’s weather.
4. Unplug and Reconnect: Take advantage of Tacaro’s tranquil setting to step away from screens and enjoy quality time with loved ones.

Why Tacaro Estate is Perfect for Any Three-Day Weekend

From its timeless decor to its unbeatable location near Annapolis, Tacaro Estate offers something for everyone. Whether you’re celebrating Presidents’ Day, Memorial Day, or just treating yourself to a mini-vacation, the estate’s blend of luxury, relaxation, and adventure ensures your three-day weekend will feel like a true escape.

Ready to plan your long weekend at Tacaro Estate? Book your stay today and prepare to create unforgettable memories in one of Maryland’s most charming destinations.