31 days in Madeira Beach & Virginia Beach Itinerary

31 days in Madeira Beach & Virginia Beach Itinerary

Created using Inspirock United States travel route builder

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Madeira Beach
— 18 nights
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Madeira Beach
— 1 day
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Virginia Beach
— 12 nights
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Madeira Beach

— 18 nights
Connected to the mainland by a causeway, Madeira Beach sits perched along the Gulf of Mexico.
You'll find plenty of places to visit near Madeira Beach: Sarasota (Ca d'Zan, The Ringling, &more), Clearwater (Clearwater Beach, Church of Scientology Information Center, &more) and Bradenton (The Good Liquid Brewing Company & De Soto National Memorial). And it doesn't end there: take in the waterfront at John's Pass Village & Boardwalk, explore the world behind art at Imagine Museum, stroll around Siesta Beach, and learn about winemaking at Murielle Winery.

For where to stay, traveler tips, more things to do, and more tourist information, read our Madeira Beach trip app.

Washington DC to Madeira Beach is an approximately 4-hour flight. You can also drive; or take a bus. Traveling from Washington DC in January, things will get much hotter in Madeira Beach: highs are around 70°F and lows about 53°F. You'll set off for Madeira Beach on the 1st (Mon).

Things to do in Madeira Beach

Parks · Outdoors · Museums · Beaches

Side Trips

Madeira Beach

— 1 day
On the 1st (Mon), glide through the air with a parasailing or paragliding tour and then take a leisurely stroll along John's Pass Village & Boardwalk.

To find photos, ratings, where to stay, and more tourist information, go to the Madeira Beach travel route planner.

Finish your sightseeing early on the 1st (Mon) to allow enough time to fly to Virginia Beach.

Things to do in Madeira Beach

Tours · Outdoors · Adventure

Virginia Beach

— 12 nights

The Resort City

Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Change things up with these side-trips from Virginia Beach: Smithfield (Windsor Castle Park & St. Luke's Historic Church & Museum), Williamsburg (Copper Fox Distillery, Colonial Williamsburg, &more) and The Noland Trail (in Newport News). Next up on the itinerary: sample the fine beverages at Tarnished Truth Distilling Company, learn about all things military at Military Aviation Museum, contemplate the waterfront views at Owl Creek, and kick back and relax at Sandbridge Beach.

For traveler tips, ratings, maps, and other tourist information, use the Virginia Beach trip planning app.

You can fly from Madeira Beach to Virginia Beach in 5.5 hours. Other options are to drive; or do a combination of taxi, bus, and train. Plan for much colder temperatures traveling from Madeira Beach in February, with highs in Virginia Beach at 53°F and lows at 35°F. Finish up your sightseeing early on the 13th (Sat) so you can catch the flight back home.

Things to do in Virginia Beach

Parks · Museums · Breweries & Distilleries · Historic Sites

Side Trips