St. Augustine Vacations from ￥321,991
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest St. Augustine Vacation Packages
- Marriott Jacksonville Downtown
Jan 11 - Jan 16Marriott Jacksonville Downtown + Flight
Downtown Jacksonville5 nights4.0 star property8.4/10 - Very good (1,002 reviews)"Very friendly staff. Rooms and lobby have been updated."Reviewed November 6, 2026Roundtrip • Tokyo (NRT) - Jacksonville (JAX)NRT - JAX • 2 stops JAX - NRT • 1 stop￥366,989￥321,991found 1 day agoper traveler - Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Dec 26 - Jan 1Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight
Kissimmee6 nights4.0 star property9.2/10 - Wonderful (1,000 reviews)Roundtrip • Tokyo (TYO) - Orlando (MCO)HND - MCO • 1 stop MCO - HND • 1 stop￥1,609,967￥1,030,939found 1 day agoper traveler - The Delaney Hotel
Dec 27 - Jan 2The Delaney Hotel + Flight
South Orange5 nights3.5 star property9.6/10 - Exceptional (1,244 reviews)"Great Hotel. Well Located and the staff is very friendly!"Reviewed November 6, 2026Roundtrip • Tokyo (HND) - Orlando (MCO)HND - MCO • 1 stop MCO - HND • 1 stop￥447,242￥363,197found 2 hours agoper traveler - Florida Hotel & Conference Center in the Florida Mall
Dec 27 - Jan 2Florida Hotel & Conference Center in the Florida Mall + Flight
Orlando5 nights3.5 star property9.2/10 - Wonderful (1,404 reviews)"Always great to stay there for a conference. Rooms are always spotless and the hot water is always AMAZING!"Reviewed November 5, 2026Roundtrip • Tokyo (HND) - Orlando (MCO)HND - MCO • 1 stop MCO - HND • 1 stop￥399,716￥331,585found 2 hours agoper traveler - Westgate Lakes Resort & Spa Universal Studios Area
Dec 26 - Jan 1Westgate Lakes Resort & Spa Universal Studios Area + Flight
Orlando6 nights4.0 star property8.4/10 - Very good (7,316 reviews)"The hotel was clean and the staff was very friendly. I had no idea when booking that it was such a big hotel. Out room was at the very end of the property and to get to the pools or shops was hard since we didn't have a car. They have a shuttle to get around the property but it was raining during our stay and it was better to just walk there rather than sit and wait. Also the sofa bed was very uncomfortable and they didn't provide at least a couple water bottles like other hotels. We are a..."Reviewed November 7, 2026Roundtrip • Tokyo (TYO) - Orlando (MCO)HND - MCO • 1 stop MCO - HND • 1 stop￥977,683￥851,869found 1 day agoper traveler
Where to stay in 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
St. Augustine Premium Outlets
What to do in St. Augustine
St. Augustine: Treasure Hunt Cruise with Onboard Show
St. Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
St. Augustine: Dolphin and Wildlife Historical Boat Tour
St. Augustine Hotel Deals
Comfort Suites St. Augustine Historic District Area
Comfort Suites St. Augustine Historic District Area
Hampton Inn St. Augustine Downtown Historic District
Hampton Inn St. Augustine Downtown Historic District
Hyatt Place St. Augustine/Vilano Beach
Hyatt Place St. Augustine/Vilano Beach"Clean room, location, breakfast"
Hilton Garden Inn St. Augustine Historic District
Hilton Garden Inn St. Augustine Historic District
Homewood Suites by Hilton St. Augustine San Sebastian
Homewood Suites by Hilton St. Augustine San Sebastian"N/A"
Hilton St. Augustine Historic Bayfront
Hilton St. Augustine Historic Bayfront"Everything was amazing! The only thing that would’ve been slightly better is the fridge in our room wasn ’t cold so our leftovers from the dinner went to waste but other than that it was a great place to stay for the night if you’re in the St Augustine area."
Best Western Historic Bayfront
Best Western Historic BayfrontFind 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.