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

St. Augustine Vacations from $254

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The Latest St. Augustine Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 6 - Oct 11

    Westgate Towers Resort + Flight

    Kissimmee
    5 nights
    3.5 star property
    8.6/10 - Excellent (1,001 reviews)
    "This was our 2nd time staying here. Rooms are amazing. Highly recommended."
    Reviewed July 5, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    Save 100% on your flight
    $558
    $254
    per traveler
    found 1 day ago
    Westgate Towers Resort
  • Oct 6 - Oct 11

    Westgate Vacation Villas Resort + Flight

    Kissimmee
    5 nights
    4.0 star property
    8.2/10 - Very Good (1,999 reviews)
    "Amazing amazing"
    Reviewed July 17, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    Save 100% on your flight
    $582
    $255
    per traveler
    found 1 day ago
    Westgate Vacation Villas Resort
  • Oct 6 - Oct 11

    WorldQuest Orlando Resort + Flight

    Orlando
    5 nights
    4.0 star property
    8.4/10 - Very Good (4,083 reviews)
    "Had the most amazing time in the 3 bed 3 bath. From the view overlooking the pool to how at home the condo felt. So spacious. I will be back every year."
    Reviewed July 12, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    Save 100% on your flight
    $730
    $381
    per traveler
    found 1 day ago
    WorldQuest Orlando Resort
  • Aug 31 - Sep 5

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    "Experiencia espectacular y diversión diaria en Margaritaville! "Acabamos de pasar unos días inolvidables en Margaritaville Cottages y la experiencia fue simplemente espectacular. Si están buscando un lugar que combine relax total con mucha diversión diaria, este es el sitio indicado. Incluyo Parking, a pasos del sunset walk."
    Reviewed July 16, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    $1,549
    $828
    per traveler
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Sep 17 - Sep 21

    Westgate Palace Hotel / Universal / I-Drive + Flight

    International Drive District
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,291 reviews)
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    Save 100% on your flight
    $908
    $489
    per traveler
    found 1 day ago
    Westgate Palace Hotel / Universal / I-Drive

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.

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.

Butler Beach

Butler Beach captivates visitors with its pristine Atlantic shoreline and wide sandy beaches. The gentle surf makes it perfect for swimming and water activities. Frank B. Butler Beach Park honors important civil rights history as one of Florida's few beaches open to African Americans during segregation. The quiet residential streets lined with colorful beach houses create a peaceful atmosphere away from crowds. Coastal dunes dotted with sea oats provide natural windbreaks along the shore. Visitors can enjoy spectacular sunrise views over the ocean or explore nearby St. Augustine for dining and shopping.

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.

Frequently Asked Questions

How much does a St. Augustine vacation package cost?

Offering great value package deals from $254 on Expedia, you'll be pleasantly surprised at how much a vacation to St. Augustine costs! Our packages simplify travel planning and maximize your savings.

What are the cheapest months to go to St. Augustine?

If you'd like to book a cheap St. Augustine vacation package, consider planning a trip in August, September and October. You'll typically find lower prices on flights and hotels during these months — ideal for travelers wishing to save money.

How many days is enough for St. Augustine?

Dedicate around 2 days for your St. Augustine vacation in order to take in all that makes this destination unique. Explore key neighborhoods, including St. Augustine Beach and Downtown Historic District. Then head to the major sights like Vilano Beach and St. Augustine Alligator Farm Zoological Park. With a well-planned itinerary, you can keep busy with room for some downtime too. Want to travel beyond St. Augustine? Consider fitting in an excursion or two.

Is it worth booking a vacation package to St. Augustine?

Popular for its dining, views and family-friendly attractions, a St. Augustine vacation is a hit with all kinds of visitors. Be sure to visit major sights like Anastasia State Park and Castillo de San Marcos National Monument, and consider renting some wheels for day trips to discover even more.

How to find the best St. Augustine package deals?

Finding a cheap St. Augustine package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical St. Augustine package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.

Is it cheaper to book a St. Augustine vacation as a package?

You can enjoy significant savings on your St. Augustine getaway by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to St. Augustine?

Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment St. Augustine escape.

How to plan a trip to St. Augustine?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to escape to St. Augustine.
  2. Budget wisely: In addition to the price of your accommodations, you'll need to consider other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to St. Augustine.
  3. Organize your St. Augustine getaway with Expedia's trip planning tool: Look for and book stays and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to St. Augustine together.
  4. Decide your trip length: Think about how long you want to spend discovering St. Augustine. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized St. Augustine vacation package.
  6. Book activities and experiences ahead of time: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on St. Augustine's best offerings. Find all the exciting things to do in St. Augustine with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later St. Augustine vacation packages?

Jet off on your perfect trip to St. Augustine with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up cheap deals before they disappear.

Book with confidence

Things to do in and around St. Augustine

St. Augustine, Florida, is perfect for family and outdoor vacations, featuring a variety of attractions for all ages. Visitors can enjoy friendly activities, explore shopping areas, and play golf at scenic courses. For those seeking adventure, eco-friendly packages are available to experience the area's natural beauty. With its blend of relaxation and excitement, St. Augustine offers a memorable getaway for everyone.

Shopping

For a great shopping experience in St. Augustine, visit the St. Augustine Premium Outlets, offering a variety of brands in a vibrant setting. The Ponce de Leon Mall also features entertainment and family-friendly options. If you're up for a drive, check out the St Augustine Antique Emporium for unique finds.

Recreation

World Golf Village offers a premier golfing experience amidst stunning landscapes, perfect for sports enthusiasts. For family fun, Fiesta Falls Mini-Golf provides an adventurous atmosphere with vibrant courses. Experience culture and entertainment at the Limelight Theatre, showcasing engaging performances in a charming setting.

Adventure

At Adventure Landing, immerse yourself in an exciting arcadeAdventureZone filled with family-friendly fun. Sea Love Charters offers exhilarating waterSports adventures showcasing the beautiful St. Augustine coastline. For more arcade action, Palm Coast Lanes, located 24 miles from St. Augustine, promises thrilling games in a vibrant atmosphere.

Nightlife

St. Augustine's nightlife is vibrant and charming. Enjoy live music at the historic Colonial Oak Music Park or sip cocktails at the Ice Plant, a trendy bar with a unique vibe. For dancing, head to the St. Augustine Amphitheatre for exciting events and concerts under the stars.

Find the best attractions in St. Augustine

St. Augustine, Florida, is an ideal destination for families and outdoor enthusiasts, offering beautiful beaches and rich cultural experiences. Visitors can explore popular attractions like St. Augustine Beach, various state parks, and charming streets filled with history. Whether you're seeking relaxation or adventure, St. Augustine has something for everyone, making it a fantastic choice for your vacation plans.

  • St. Augustine Beach: Enjoy the sun-soaked sands and gentle waves at St. Augustine Beach. This picturesque beach offers a laid-back atmosphere, perfect for sunbathing, swimming, and beachcombing. With nearby eateries and stunning ocean views, it’s an ideal spot for relaxation and fun.
  • St. George Street: Immerse yourself in the vibrant energy of St. George Street, a pedestrian-friendly thoroughfare lined with charming shops, restaurants, and historical sites. This lively street is perfect for leisurely strolls, sampling local cuisine, and discovering unique souvenirs.
  • Flagler College: Explore the stunning architecture of Flagler College, a former hotel turned educational institution. Its Spanish Renaissance style and beautiful courtyard are a feast for the eyes, making it a must-see for history and architecture enthusiasts.

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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to St. Augustine.
  • 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.