Shannon O'Brien Travel Itineraries

The best destinations

Green trees frame the view down the beach of Haystack Rock and Cannon Beach on a sunny day in Oregon

Best Small Towns in the USA

1. Bar Harbor, Maine

Schoodic Peninsula on the Atlantic Ocean in Acadia National Park on the coast of Maine in the United States — Schoodic Peninsula

Featured in The Best of Maine

2. Taos, New Mexico

Taos, New Mexico, USA at Rio Grande Gorge Bridge over the Rio Grande at dusk. — Rio Grande Gorge Bridge

Featured in The Best of New Mexico

3. Nantucket, Massachusetts

NANTUCKET, MASSACHUSETTS - August 22, 2015: Complete skeleton of a 46-foot (14 meter) bull Sperm whale suspended from the ceiling of the Nantucket Whaling Museum, originally a candle factory — Nantucket Whaling Museum

Featured in The Best of Massachusetts

4. Sedona, Arizona

The Chapel of the Holy Cross set among red rocks in Sedona, Arizona — Chapel of the Holy Cross

Featured in The Best of Arizona

5. Paia, Hawaii

Ho'okipa Beach Park in Maui Hawaii, renowned windsurfing and surf site for wind, big waves and big Turtles drying on sand. Snorkeling paradise for coral reefs. — Hoʻokipa Beach Park

Featured in The Best of Hawaii

6. Telluride, Colorado

Autumn in Telluride Colorado - Gondola — Telluride Mountain Village Gondola

Featured in The Best of Colorado

7. Cannon Beach, Oregon

Green trees frame the view down the beach of Haystack Rock and Cannon Beach on a sunny day in Oregon — Cannon Beach

Featured in The Best of Oregon

#4 in Best Beaches in the USA

8. Richmond, Virginia

Maymont Mansion - Richmond - Virginia — Maymont

Featured in The Best of Virginia

9. Charleston, South Carolina

Magnolia Plantation & Gardens. Charleston, South Carolina, USA — Magnolia Plantation and Gardens

Featured in The Best of South Carolina

10. Jackson Hole, Wyoming

National Elk Refuge, Jackson Hole — National Elk Refuge

Featured in The Best of Wyoming

11. Steamboat Springs, Colorado

Aerial view of ski resort and mountain town of Steamboat Springs, Colorado with winter landscape and Mt. Werner — Steamboat Ski Resort

Featured in The Best of Colorado

12. Leavenworth, Washington

Icicle Gorge Hike in Leavenworth, Washington. — Icicle Gorge Trail

Featured in The Best of Washington

13. Island Park, Idaho

Summer at Johnny Sack's Cabin at Big Springs Idaho. — Johnny Sack Cabin

Featured in The Best of Idaho

14. Providence, Rhode Island

Providence, Rhode Island, USA - Dec 29 2019 - Interior of Rhode Island School of Design (RISD) — Rhode Island School of Design Museum

Featured in The Best of Rhode Island

15. Santa Fe, New Mexico

Santa Fe, New Mexico, USA - October 29, 2022: The And Everything Nice with Pip and Pop exhibit at Meow Wolf — Meow Wolf

Featured in The Best of New Mexico

16. Monterey, California

A captivating coastal landscape featuring the majestic ocean along the scenic 17-Mile Drive in California — 17-Mile Drive

Featured in The Best of California

17. New Hope, Pennsylvania

NEW HOPE, PA -3 OCT 2020- View of the famous Bucks County Playhouse theater in New Hope, Pennsylvania, across the Delaware River from Lambertville, NJ. — Bucks County Playhouse

Featured in The Best of Pennsylvania

18. Harbor Springs, Michigan

Harbor Springs, MI, USA - October 16, 2024: The main building at Pond Hill Farm, which is highly decorated with beautiful pumpkins, grown on the property. — Pond Hill Farm

Featured in The Best of Michigan

19. Tacoma, Washington

Tacoma, WA. - Aug. 19, 2023: Close up of Chihuly glass art at the Museum of Glass. — Museum of Glass

Featured in The Best of Washington

20. Alexandria, Virginia

Alexandria, Virginia, USA - 23 June 2023: Tables and chairs on the sidewalk and street in front of restaurants on King Street in Old Town Alexandria Virginia. — Old Town Alexandria

Featured in The Best of Virginia

21. Cape May, New Jersey

Cape May, NJ, June 24, 2015: Beach goers enjoy a beautiful day in Cape May, New Jersey. — Cape May Beach

Featured in The Best of New Jersey

22. Camden, Maine

Observation tower in Camden Hills state park, Maine — Mount Battie

Featured in The Best of Maine

23. Mackinac Island, Michigan

Working cannon at fort mackinac on mackinac island michigan — Fort Mackinac

Featured in The Best of Michigan

24. Breckenridge, Colorado

Double diamond trails at Breckenridge ski resort in winter time with snow in the Colorado Rocky Mountains — Breckenridge Ski Resort

Featured in The Best of Colorado

25. Bisbee, Arizona

Bisbee, AZ., August 17, 2018. Queen 15 offers visitors a glimpse of tunnel mining, the hardships of the miners and mules used to haul the ore some 1500-feet inside the mountain. — Copper Queen Mine Tour

Featured in The Best of Arizona

26. Portland, Maine

Portland, ME - Oct. 24, 2014: Corner of Fore & Market Sts. of Historical Old Port, a district of Portland, Maine, known for its cobblestone streets, 19th century brick buildings and fishing piers. — Old Port of Portland

Featured in The Best of Maine

27. Greenville, South Carolina

HDR image of scenic Fall Park on The Reedy River in Greenville, South Carolina — Falls Park on the Reedy

Featured in The Best of South Carolina

28. Ketchikan, Alaska

Majestic bald eagle at Alaska Rainforest Sanctuary. — Alaska Rainforest Sanctuary

Featured in The Best of Alaska

29. Moab, Utah

Corona Arch in red sandstone, near Moab, Utah, United States — Corona and Bowtie Arch via Corona Arch Trail

Featured in The Best of Utah

30. San Luis Obispo, California

Woman pouring red wine from bottle into glass on blurred background, closeup. Space for text — Chamisal Vineyards

Featured in The Best of California

31. Savannah, Georgia

SAVANNAH, GEORGIA - NOVEMBER 15: Fountain in Forsyth Park on November 15, 2016 in Savannah, Georgia — Forsyth Park

Featured in The Best of Georgia

#38 in Best Beaches in the USA

32. Carmel-by-the-Sea, California

Point Lobos State Natural Reserve, Carmel, Monterey County, California, United States of America, North America — Point Lobos

Featured in The Best of California

33. St. Augustine, Florida

Castillo de San Marcos in St Augustine, Florida — Castillo de San Marcos

Featured in The Best of Florida

34. Snowmass Village, Colorado

Panoramic view of Snowmass Village, with skiers skiing at the Aspen Snowmass ski resort in the foreground and the Rocky Mountains of Colorado in the background, on a partly cloudy winter day. — Aspen/Snowmass

Featured in The Best of Colorado

35. Pensacola, Florida

Pensacola, FL, USA September 18, World War II era planes on display at the Museum of Naval Aviation in Pensacola, Florida — National Naval Aviation Museum

Featured in The Best of Florida

36. Williamsburg, Virginia

Williamsburg, Virginia, USA: 31st March 2021; Major General Marquis De Lafayette in downtown colonial Williamsburg talking as a carriage passes by. — Colonial Williamsburg

Featured in The Best of Virginia

37. Jekyll Island, Georgia

Golden sunrise on Driftwood Beach on Tybee Island off the Atlantic coast of Georgia — Driftwood Beach

Featured in The Best of Georgia

#38 in Best Beaches in the USA

38. Macon, Georgia

Ocmulgee National Monument native american indian mounds — Ocmulgee Mounds National Historical Park

Featured in The Best of Georgia

#38 in Best Beaches in the USA

39. Ouray, Colorado

Ouray Box Canyon Falls, Colorado — Box Canyon Falls

Featured in The Best of Colorado

40. Annapolis, Maryland

Annapolis, MD/USA - 06/11/2015: The U.S. Naval Academy Museum located in Preble Hall, on the grounds of the U.S. Naval Academy, houses two floors of exhibits about the history of seapower. — U.S. Naval Academy Museum

Featured in The Best of Maryland

41. Friday Harbor, Washington

Line Kiln Lighthouse. Located on San Juan Island, in Washington state, It guides ships through the Haro Straits and is part of Lime Kiln Point State Park. It overlooks Dead Mans Bay. — Lime Kiln Point State Park

Featured in The Best of Washington

42. Avalon, California

Casino Point with Condominiums in the background taken from the hills above — Catalina Casino

Featured in The Best of California

43. Healdsburg, California

Photo of Gracianna Winery — Gracianna Winery

Featured in The Best of California

44. Hood River, Oregon

Mt. Hood rises from surrounding forest in Oregon, not far from Portland. This impressive mountain, part of the Cascade Range in the Pacific Northwest, is a potentially active stratovolcano. — Mount Hood

Featured in The Best of Oregon

#4 in Best Beaches in the USA

45. Grand Rapids, Michigan

Grand Rapids, Mich, USA - Aug 14th 2021: Plantoir or Gardener's Trowel, sculpture by Claes Oldenburg and Coosje Van Brugge at Frederik Meijer Gardens and Sculpture Park — Frederik Meijer Gardens & Sculpture Park

Featured in The Best of Michigan

46. Stuart, Florida

Photo of shutterstock_2357430501 — Elliott Museum

Featured in The Best of Florida

47. Sun Valley, Idaho

Sun Valley Ski Resort, Idaho — Sun Valley

Featured in The Best of Idaho

48. Key West, Florida

KEY WEST, FLORIDA, USA - MAY 03, 2016: The Ernest Hemingway House with garden in Key West in Florida. — Ernest Hemingway House

Featured in The Best of Florida

49. Clemson, South Carolina

Photo of Fort Hill — Fort Hill (Clemson University)

Featured in The Best of South Carolina

50. Knoxville, Tennessee

Knoxville, Tennessee, United States of America – September 25, 2016. Historic buildings and commercial properties on the Market Square in Knoxville, TN. — Market Square

Featured in The Best of Tennessee

51. Lake Placid, New York

Adirondack chairs. Mirror Lake, Lake Placid New York. Summer, vacation, outdoors, travel, explore, nature, camping, lake and mountain vacation concept — Mirror Lake

Featured in The Best of New York

52. Sonoma, California

This photograph was taken on the beautiful grounds of Gundlach Bundschu Winery in Sonoma, CA — Gundlach Bundschu Winery

Featured in The Best of California

53. Martha's Vineyard, Massachusetts

Aquinnah Clifffs Overlook and Gay Head Light during summer at Marthaâ€™s Vineyard, MA — Aquinnah Cliffs

Featured in The Best of Massachusetts

54. Chattanooga, Tennessee

View of Lookout Mountain cliff in Tennessee with small figures of people looking at the rural landscape underneath in summer — Lookout Mountain

Featured in The Best of Tennessee

55. Duluth, Minnesota

Silver Creek Cliff on Highway 61 on the Minnesota North Shore Scenic Drive. — North Shore Scenic Drive

Featured in The Best of Minnesota

56. Round Top, Texas

Photo of Junk Gypsy — Junk Gypsy

Featured in The Best of Texas

57. Block Island, Rhode Island

The Mohegan Bluffs in Block Island, RI — Mohegan Bluffs

Featured in The Best of Rhode Island

58. Hilton Head Island, South Carolina

Girl walking to the beach on summer trip. Woman enjoying vacation alone.. Coligny Beach Park, Hilton Head Island, South Carolina, USA — Coligny Beach Park

Featured in The Best of South Carolina

59. St. Michaels, Maryland

Photo of shutterstock_2564326701 — Chesapeake Bay Maritime Museum

Featured in The Best of Maryland

60. Gettysburg, Pennsylvania

Gettysburg Battlefield National Military Park - Pennsylvania — Gettysburg National Military Park

Featured in The Best of Pennsylvania