A coastal cityscape with a prominent waterfront promenade, a large central building, and a historic tower.

St. Augustine Vacations from ¥78,748

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest St. Augustine Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 27 - Dec 29

    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight

    International Drive District
    2 nights
    3.0 star property
    7.8/10 - Good (632 reviews)
    Roundtrip • Washington (WAS) - Orlando (MCO)
    DCA - MCO • Nonstop MCO - DCA • Nonstop
    ¥106,429
    ¥78,748
    per traveler
    found 1 day ago
    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
  • Dec 27 - Dec 31

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Washington (WAS) - Orlando (MCO)
    DCA - MCO • Nonstop MCO - DCA • 1 stop
    ¥631,522
    ¥247,829
    per traveler
    found 11 hours ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Dec 27 - Dec 31

    Floridays Resort Orlando + Flight

    International Drive District
    4 nights
    4.0 star property
    8.6/10 - Excellent (12,285 reviews)
    "The lobby and the pool area were nice. The staff was really nice as well. The restaurant that was on the property was good and they were all nice as well. When we got to our room it was clean but the sheets were stained and the room was very worn down and outdated. The shower drain was clogged and overflowed the bathroom and was never fixed while we were there. We also had ants in our room in one of the bedrooms and right next to and on the bed and they didn’t get sprayed until the last day we..."
    Reviewed November 4, 2026
    Roundtrip • Washington (WAS) - Orlando (MCO)
    DCA - MCO • Nonstop MCO - DCA • 1 stop
    ¥179,539
    ¥122,958
    per traveler
    found 11 hours ago
    Floridays Resort Orlando
  • Dec 27 - Dec 31

    Omni Orlando Resort at ChampionsGate + Flight

    Champions Gate
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    "Paying for parking on a huge blacktop parking lot feels like a money grab but everything else was 5/5."
    Reviewed November 3, 2026
    Roundtrip • Washington (WAS) - Orlando (MCO)
    DCA - MCO • Nonstop MCO - DCA • 1 stop
    ¥152,867
    ¥108,367
    per traveler
    found 11 hours ago
    Omni Orlando Resort at ChampionsGate
  • Dec 27 - Dec 29

    The Delaney Hotel + Flight

    South Orange
    2 nights
    3.5 star property
    9.6/10 - Exceptional (1,242 reviews)
    "Amazing staff and hotel and the food in the restaurant was a hit too! Spent my birthday weekend here and I'm glad I did!"
    Reviewed November 4, 2026
    Roundtrip • Washington (WAS) - Orlando (MCO)
    DCA - MCO • Nonstop MCO - DCA • Nonstop
    ¥110,344
    ¥81,579
    per traveler
    found 1 day ago
    The Delaney Hotel

Where to stay in St. Augustine

Find the best St. Augustine areas and neighborhoods for the activities you enjoy most. Learn more about St. Augustine
Learn more about St. Augustine

St. Augustine Historic District

Explore the colonial heart of St. Augustine, featuring narrow streets and landmarks like Castillo de San Marcos and Cathedral Basilica. Discover the city's oldest residences, such as the González–Alvarez House.

Vilano Beach

Vilano Beach captivates visitors with its pristine Atlantic shoreline and relaxed coastal charm. This historic St. Augustine neighborhood balances tourist amenities with authentic beach town character. Wide sandy beaches invite swimming, surfing, and sunrise walks along the shore. Beyond the oceanfront, discover the fishing pier with panoramic views and the Town Center's local shops. Casual seafood restaurants offer fresh catches with water views. Vilano Beach provides a peaceful alternative to busier attractions while keeping you close to St. Augustine's historic sites.

Lincolnville

Lincolnville showcases St. Augustine's rich African American heritage through Victorian homes and important historic sites. This peaceful neighborhood played a crucial role in the Civil Rights Movement and offers an authentic glimpse into Black history and culture. Visitors can explore the Lincolnville Museum and Cultural Center to learn about local contributions to American history. Tree-lined streets create a charming atmosphere away from tourist crowds while still being within walking distance of downtown attractions.

Downtown Historic District

If you're spending some time in Downtown Historic District, Lightner Museum and Ponce de León Hall are top sights worth seeing.

Crescent Beach

Crescent Beach offers pristine Atlantic shorelines where sugar-white sand meets gentle waves. Fort Matanzas National Monument adds historical depth to this peaceful coastal retreat. The neighborhood balances tourist amenities with quiet residential streets lined with beach homes. Explore scenic boardwalks that provide elevated ocean views year-round. Maritime hammocks and preserved dune landscapes showcase the area's natural coastal ecosystem. Beach activities dominate daytime hours while evenings bring peaceful sunset strolls along the shoreline.

Discover the most popular places to visit in St. Augustine

What to do in St. Augustine

St. Augustine Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about St. Augustine

Things to do in St. Augustine

Shopping

St. Augustine offers a delightful shopping experience with options like the St. Augustine Premium Outlets, perfect for bargains, and the San Marco Antique Mall for unique finds. If you're up for a drive, check out the Saint Johns Plaza Shopping Center for a mix of shops and family-friendly entertainment.

Recreation

World Golf Village offers a refreshing outdoor experience with its lush greens and challenging courses, perfect for golf enthusiasts. For a blend of culture and entertainment, visit the Saint Augustine Amphitheatre, where you can enjoy live performances in a romantic setting. Anastasia Island Mini-Golf guarantees fun for the whole family with its adventurous course.

Adventure

Adventure Landing is an exciting arcade and adventure zone perfect for families, offering a lively atmosphere filled with games and attractions. For tennis enthusiasts, the Flagler College Tennis Center provides thrilling adventure activities on beautiful courts. For water sports lovers, Walker Charters offers exhilarating outdoor experiences on the water.

Nightlife

St. Augustine's nightlife is vibrant and eclectic. Visit the lively Prohibition Kitchen for craft cocktails and live music, or enjoy a cozy evening at the Ancient City Brewery for local brews. For dancing, head to The Colonial Oak Music Park, where you can enjoy outdoor performances under the stars.

Find the best attractions in St. Augustine

St. Augustine, Florida, is an ideal destination for family and outdoor beach vacations, featuring a blend of historic forts, beautiful beaches, and national parks. Visitors can immerse themselves in the local culture while enjoying various sights and attractions that cater to outdoor enthusiasts and beach lovers alike. Whether you're exploring historic sites or relaxing at St. Augustine resorts, this charming city promises a memorable experience for all travelers.

  • St. Augustine Beach: Experience the relaxed atmosphere of St. Augustine Beach, where soft sands meet gentle waves. Perfect for sunbathing, swimming, and beachcombing, this picturesque spot offers stunning sunrises and a vibrant local scene, ideal for families and couples alike.
  • St. George Street: Stroll down St. George Street, a bustling pedestrian thoroughfare filled with charming shops, restaurants, and historical sites. This lively area captures the essence of city life while showcasing St. Augustine's rich heritage through its architecture and street performances.
  • Castillo de San Marcos National Monument: Explore the iconic Castillo de San Marcos, a fortress steeped in history and culture. Marvel at its impressive coquina stone structure, learn about its storied past, and enjoy breathtaking views of the waterfront from its ramparts.

Best time to go to St. Augustine

The best time to visit St. Augustine is dependent on what kind of holiday you are seeking. July and August are its hottest month on average. At the time of August, visitor numbers are average and weather is mostly sunny. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

Tips to save on your trip to St. Augustine

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January, September and November) for more affordable package holidays to St. Augustine.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.