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Greater Tampa Area Vacation Packages

From beautiful beaches to sensational hotels, you’ll never want to leave the Greater Tampa Area.

From beautiful beaches to sensational hotels, you’ll never want to leave the Greater Tampa Area.

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4 Hotels

4 Hotels

Holiday Inn & Suites CLEARWATER BEACH S-HARBOURSIDE

3 star hotel

TripAdvisor Traveler Rating

based on TripAdvisor Reviews

Tampa

Best Priced Departure Dates

2025: Apr 1 - Dec 15

3 Nights Hotel

Get Price Includes Taxes + Fees
Island Grand at TradeWinds

4 star hotel

TripAdvisor Traveler Rating

based on TripAdvisor Reviews

Tampa

Best Priced Departure Dates

2025: Apr 1 - Dec 15

3 Nights Hotel

Get Price Includes Taxes + Fees
RumFish Beach Resorts by TradeWinds

3.5 star hotel

TripAdvisor Traveler Rating

based on TripAdvisor Reviews

Tampa

Best Priced Departure Dates

2025: Apr 1 - Dec 15

3 Nights Hotel

Get Price Includes Taxes + Fees
Sheraton Sand Key Resort

4 star hotel

TripAdvisor Traveler Rating

based on TripAdvisor Reviews

Tampa

Best Priced Departure Dates

2025: Apr 1 - Dec 15

3 Nights Hotel

Get Price Includes Taxes + Fees

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Why Book a Greater Tampa Area Vacation?

Cozy cities rich in culture, vibrant nightlife, exhilarating shows, and so much more – a Tampa Bay vacation has the best of everything, including amazing vacation deals. Treat your toes to the sands of St. Petersburg or Clearwater and indulge in a new entertainment option every night. When you book a vacation package in this tropical paradise, you may find yourself never wanting to leave Tampa Bay!

Why Book a Greater Tampa Area Vacation?

Tampa

The old world southern charm of Tampa will make anyone feel at home. It’s also a must-visit for travelers interested in the performing arts and professional sports. A day in Tampa might include a round of golf or a stroll through Ybor City for fine hand-rolled cigars, followed by a waterfront cruise and a Broadway show at the Straz Center. And that’s just a typical Tuesday!
St. Petersburg

Who wouldn’t want to visit the “Sunshine City”? Nicknamed for its vacation-friendly forecasts, St. Petersburg is home to a plethora of independent hotels and cozy “mom and pop” establishments. Nature enthusiasts visiting St. Petersburg will want to add Fort Desoto Park to the itinerary. Its pristine, untouched landscape is protected and remains picture-perfect. Caladesi Island State Park is another must-visit for its white-sand beaches. No photo filters necessary.
Clearwater

You can’t slow down in Clearwater. It’s an active area that’s been voted the best beach city in the U.S. time and time again – and for good reason. Clearwater’s beach scene isn’t just about sitting in the sand. We recommend hopping on the Dolphin Racer speedboat adventure or taking the family on Captain Memo’s Pirate Cruise.

Top Vacation Destinations

Greater Tampa Area Vacation FAQ

What are the most popular resorts for a Tampa vacation?

Sheraton Sand Key Resort: Situated within the Walt Disney World Resort, this hotel offers luxurious amenities, including floating lagoon pools, and provides guests with early access to Disney parks.
RumFish Beach Resorts By TradeWinds: Offers a unique experience with its massive aquarium, beach access, and family-friendly amenities.
Sirata Beach Resort: Nestled within a 482-acre nature preserve, this resort features a 3-acre lazy river, golf course, and is close to Disney's theme parks.

What are the best family-friendly resorts in Tampa?

Sheraton Sand Key Resort: Situated within the Walt Disney World Resort, this hotel offers luxurious amenities, including floating lagoon pools, and provides guests with early access to Disney parks.
RumFish Beach Resorts By TradeWinds: Offers a unique experience with its massive aquarium, beach access, and family-friendly amenities.
Holiday Inn & Suites Clearwater Beach S-Harbourside: Features a mini-golf course, marina, and spacious suites, making it a great option for families visiting Tampa.

How long should I stay on my Tampa vacation?

Most visiting tourists stay on their Tampa vacations for about 3-5 days. This duration is ideal for enjoying the beautiful beaches, exploring local attractions like Busch Gardens, and experiencing the vibrant downtown area. It also allows for day trips to nearby destinations such as St. Petersburg and Clearwater.

When should I book my Tampa vacation?

The best time to book a Tampa vacation is during the spring (February to May) when the weather is warm but not too hot, and before the summer rainstorms begin. Booking at least 2-3 months in advance is recommended to secure the best rates and availability. Fall can also be a good time to visit, with mild weather and fewer crowds, but be mindful of the hurricane season from June to November.