Itineraries for Active Retirees

Comfortable pacing with real substance: scenic drives, guided moments, and time to actually linger.

1981 itineraries

Amber Light & Quiet Vineyards: Two Fall Days on the North Fork

2 Days · Active Retirees

Long Island North Fork, New York

Amber Light & Quiet Vineyards: Two Fall Days on the North Fork

4 stops

Marble Halls & River Light: Four Easy Days in Richmond

4 Days · Active Retirees

Richmond area, Virginia

Marble Halls & River Light: Four Easy Days in Richmond

11 stops

Battleship Decks & Botanical Paths: 4 Days in Norfolk

4 Days · Active Retirees

Norfolk area, Virginia

Battleship Decks & Botanical Paths: 4 Days in Norfolk

11 stops

Slow Water, Wide Sky: Three Days Along the Sheyenne

3 Days · Active Retirees

Sheyenne River Valley, North Dakota

Slow Water, Wide Sky: Three Days Along the Sheyenne

5 stops

Still Water, Ancient Ground: Three Slow Days in Sportsman's Paradise

3 Days · Active Retirees

Sportsman’s Paradise (North LA), Louisiana

Still Water, Ancient Ground: Three Slow Days in Sportsman's Paradise

4 stops

Prairie Winds & Vinyl Dreams: Three Days in Lubbock

3 Days · Active Retirees

Lubbock area, Texas

Prairie Winds & Vinyl Dreams: Three Days in Lubbock

6 stops

Quiet Water, Long Light: Three Days on the Door Peninsula

3 Days · Active Retirees

Door County (off-season), Wisconsin

Quiet Water, Long Light: Three Days on the Door Peninsula

4 stops

Big Sky, Slow Water: Three Days Along the Missouri River Breaks

3 Days · Active Retirees

Missouri River Breaks, South Dakota

Big Sky, Slow Water: Three Days Along the Missouri River Breaks

4 stops

Orchard Light & Still Water: Three Days on Old Mission Peninsula

3 Days · Active Retirees

Traverse City area, Michigan

Orchard Light & Still Water: Three Days on Old Mission Peninsula

4 stops

Orchards, Harbors & Dunes: Three Slow Days on the Leelanau Peninsula

3 Days · Active Retirees

Leelanau Peninsula, Michigan

Orchards, Harbors & Dunes: Three Slow Days on the Leelanau Peninsula

6 stops

Bayou Light & Gulf Breezes: 5 Days Through Houston's Space, Swamp & Shore

5 Days · Active Retirees

Houston area, Texas

Bayou Light & Gulf Breezes: 5 Days Through Houston's Space, Swamp & Shore

9 stops

Mission Light & Cavern Shadow: 5 Days in San Antonio

5 Days · Active Retirees

San Antonio area, Texas

Mission Light & Cavern Shadow: 5 Days in San Antonio

9 stops

Live Oaks & Limestone Springs: 5 Unhurried Days in Austin

5 Days · Active Retirees

Austin, Texas

Live Oaks & Limestone Springs: 5 Unhurried Days in Austin

11 stops

Glass Towers & Golden Light: 5 Days in Dallas

5 Days · Active Retirees

Dallas, Texas, Texas

Glass Towers & Golden Light: 5 Days in Dallas

9 stops

Limestone and Light: Five Unhurried Days Through San Antonio's Missions and Caverns

5 Days · Active Retirees

San Antonio area, Texas

Limestone and Light: Five Unhurried Days Through San Antonio's Missions and Caverns

9 stops

Bayou Light & Starlit Skies: 5 Days Around Houston

5 Days · Active Retirees

Houston area, Texas

Bayou Light & Starlit Skies: 5 Days Around Houston

7 stops

Wildflowers, Springs & Pink Granite: 5 Days of Easy Austin Living

5 Days · Active Retirees

Austin, Texas

Wildflowers, Springs & Pink Granite: 5 Days of Easy Austin Living

12 stops

High Desert, Easy Pace: El Paso's Mountains and Ancient Rock

5 Days · Active Retirees

El Paso area, Texas

High Desert, Easy Pace: El Paso's Mountains and Ancient Rock

7 stops

Skylines & Soulful Streets: 5 Days of Easy Dallas Discovery

5 Days · Active Retirees

Dallas, Texas, Texas

Skylines & Soulful Streets: 5 Days of Easy Dallas Discovery

9 stops

Cypress Mirrors & River Hush: Four Slow Days on the Nanticoke

4 Days · Active Retirees

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Mirrors & River Hush: Four Slow Days on the Nanticoke

7 stops

Cypress Light & River Song: 4 Days Along the Nanticoke

4 Days · Active Retirees

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Light & River Song: 4 Days Along the Nanticoke

7 stops

Still Waters, Slow Days: 4 Days on the Okoboji Shoreline

4 Days · Active Retirees

Okoboji Lakes (Iowa Great Lakes), Iowa

Still Waters, Slow Days: 4 Days on the Okoboji Shoreline

6 stops

River Light & Sandstone Quiet: 4 Days in the Des Moines River Valley

4 Days · Active Retirees

Des Moines River Valley, Iowa

River Light & Sandstone Quiet: 4 Days in the Des Moines River Valley

9 stops

Still Waters & Quiet Woods: 5 Days on Crowley's Ridge

5 Days · Active Retirees

Crowley’s Ridge, Arkansas

Still Waters & Quiet Woods: 5 Days on Crowley's Ridge

9 stops

Still Waters and Shaded Trails: 5 Days on Crowley's Ridge

5 Days · Active Retirees

Crowley’s Ridge, Arkansas

Still Waters and Shaded Trails: 5 Days on Crowley's Ridge

7 stops

Granite, Glass Water, and Golden Hours: 4 Days on Tahoe's East Shore

4 Days · Active Retirees

Lake Tahoe (East side, NV), Nevada

Granite, Glass Water, and Golden Hours: 4 Days on Tahoe's East Shore

6 stops

Riverbend Days: A Gentle Passage Through the Des Moines River Valley

4 Days · Active Retirees

Des Moines River Valley, Iowa

Riverbend Days: A Gentle Passage Through the Des Moines River Valley

6 stops

Glacial Blue & Golden Hours: 4 Days on the Okoboji Lakes

4 Days · Active Retirees

Okoboji Lakes (Iowa Great Lakes), Iowa

Glacial Blue & Golden Hours: 4 Days on the Okoboji Lakes

6 stops

Still Water, Turning Leaves: Four Days at Quabbin Reservoir

4 Days · Active Retirees

Quabbin Reservoir area, Massachusetts

Still Water, Turning Leaves: Four Days at Quabbin Reservoir

5 stops

Marble Columns & Mockingbird Melodies: Two Easy Days in Nashville

2 Days · Active Retirees

Nashville, Tennessee

Marble Columns & Mockingbird Melodies: Two Easy Days in Nashville

6 stops

Gorge Light & Quiet Trails: Two Days in Big South Fork

2 Days · Active Retirees

Big South Fork NRRA, Tennessee

Gorge Light & Quiet Trails: Two Days in Big South Fork

4 stops

Granite, Water & Deep Time: 4 Days in the Llano Uplift

4 Days · Active Retirees

Llano Uplift, Texas

Granite, Water & Deep Time: 4 Days in the Llano Uplift

4 stops

Still Water, Slow Light: 4 Days on the Bayfield Peninsula

4 Days · Active Retirees

Bayfield Peninsula, Wisconsin

Still Water, Slow Light: 4 Days on the Bayfield Peninsula

7 stops

Bayou Light & Starlit Skies: 4 Days Through Houston's Gentler Side

4 Days · Active Retirees

Houston area, Texas

Bayou Light & Starlit Skies: 4 Days Through Houston's Gentler Side

6 stops

Gorge Light & Quiet Trails: Two Easy Days in Big South Fork

2 Days · Active Retirees

Big South Fork NRRA, Tennessee

Gorge Light & Quiet Trails: Two Easy Days in Big South Fork

4 stops

Soul, Smoke & Slow River Light: Two Days in Memphis

2 Days · Active Retirees

Memphis area, Tennessee

Soul, Smoke & Slow River Light: Two Days in Memphis

4 stops

Quiet Waters & Sandstone Light: Two Fall Days Around Knoxville

2 Days · Active Retirees

Knoxville area, Tennessee

Quiet Waters & Sandstone Light: Two Fall Days Around Knoxville

4 stops

Musk Oxen, Mountain Light, and the Slow Valley Hours

2 Days · Active Retirees

Matanuska-Susitna Valley (Palmer, Wasilla), Alaska

Musk Oxen, Mountain Light, and the Slow Valley Hours

3 stops

Gardens & Gold Light: Two Autumn Days in Chicago's Quiet Corners

2 Days · Active Retirees

Chicago area (near suburbs), Illinois

Gardens & Gold Light: Two Autumn Days in Chicago's Quiet Corners

4 stops

Marble Columns & Mother Church: Two Easy Days in Nashville

2 Days · Active Retirees

Nashville, Tennessee

Marble Columns & Mother Church: Two Easy Days in Nashville

4 stops

Skylines, Smoke, and Slow Texas Afternoons: 4 Days in Dallas

4 Days · Active Retirees

Dallas, Texas, Texas

Skylines, Smoke, and Slow Texas Afternoons: 4 Days in Dallas

9 stops

Mission Bells & Limestone Light: 4 Days in San Antonio

4 Days · Active Retirees

San Antonio area, Texas

Mission Bells & Limestone Light: 4 Days in San Antonio

9 stops

Granite Water, Slow Hours: 4 Days at Quartz Mountain

4 Days · Active Retirees

Quartz Mountain SP, Oklahoma

Granite Water, Slow Hours: 4 Days at Quartz Mountain

6 stops

Granite, Water & Winter Light: 4 Days Across the Llano Uplift

4 Days · Active Retirees

Llano Uplift, Texas

Granite, Water & Winter Light: 4 Days Across the Llano Uplift

5 stops

Gentle Tides: Two Days of North Shore Soul and Honolulu Grace

2 Days · Active Retirees

Oahu (North Shore, Honolulu), Hawaii

Gentle Tides: Two Days of North Shore Soul and Honolulu Grace

4 stops

Still Waters: Four Slow Days at the Quabbin Reservoir

4 Days · Active Retirees

Quabbin Reservoir area, Massachusetts

Still Waters: Four Slow Days at the Quabbin Reservoir

6 stops

Red Dust and Quiet Shores: Two Slow Days on Lanaʻi

2 Days · Active Retirees

Lanaʻi (non-luxury), Hawaii

Red Dust and Quiet Shores: Two Slow Days on Lanaʻi

4 stops

Badlands Light: A Gentle Two-Day Journey Through Theodore Roosevelt's South Unit

2 Days · Active Retirees

Theodore Roosevelt NP (South Unit), North Dakota

Badlands Light: A Gentle Two-Day Journey Through Theodore Roosevelt's South Unit

4 stops

Dune Light & Quiet Water: 4 Days at Ludington State Park

4 Days · Active Retirees

Ludington State Park, Michigan

Dune Light & Quiet Water: 4 Days at Ludington State Park

7 stops

Gentle Tides: Two Days Between North Shore Swells and Waikīkī Light

2 Days · Active Retirees

Oahu (North Shore, Honolulu), Hawaii

Gentle Tides: Two Days Between North Shore Swells and Waikīkī Light

5 stops

Wrought Iron & Warm Light: Two Gentle Days in New Orleans

2 Days · Active Retirees

New Orleans, Louisiana

Wrought Iron & Warm Light: Two Gentle Days in New Orleans

5 stops

Windward Silence: Two Quiet Days on Molokai's Wild East End

2 Days · Active Retirees

Molokai (quiet, east side), Hawaii

Windward Silence: Two Quiet Days on Molokai's Wild East End

4 stops

Red Clay & Quiet Water: Two Unhurried Days in Pembina Gorge

2 Days · Active Retirees

Pembina Gorge, North Dakota

Red Clay & Quiet Water: Two Unhurried Days in Pembina Gorge

4 stops

Frost, Fur & Alpine Light: Two Winter Days in the Mat-Su Valley

2 Days · Active Retirees

Matanuska-Susitna Valley (Palmer, Wasilla), Alaska

Frost, Fur & Alpine Light: Two Winter Days in the Mat-Su Valley

2 stops

Above the Clouds, Beside the Falls: Two Slow Days Beyond Maui's Resorts

2 Days · Active Retirees

Maui (non-resort areas), Hawaii

Above the Clouds, Beside the Falls: Two Slow Days Beyond Maui's Resorts

5 stops

Ice, Mist, and the Quiet Hours: A Weekend in Juneau

2 Days · Active Retirees

Juneau area (weekend trips), Alaska

Ice, Mist, and the Quiet Hours: A Weekend in Juneau

3 stops

Bridge Light & Quiet Water: A Slow Autumn in Duluth

4 Days · Active Retirees

Duluth area, Minnesota

Bridge Light & Quiet Water: A Slow Autumn in Duluth

7 stops

Harbor Light & Quiet Ice: Two Winter Days on the Kenai

2 Days · Active Retirees

Kenai Peninsula (Seward, Homer, Cooper Landing), Alaska

Harbor Light & Quiet Ice: Two Winter Days on the Kenai

3 stops

Dune Light & Still Water: 4 Days in Ludington State Park

4 Days · Active Retirees

Ludington State Park, Michigan

Dune Light & Still Water: 4 Days in Ludington State Park

5 stops

Tundra Light & Distant Giants: Two Days at Eielson

2 Days · Active Retirees

Denali NP (Eielson Visitor Center, Denali Wilderness), Alaska

Tundra Light & Distant Giants: Two Days at Eielson

5 stops

Showing 60 of 1981 — find the rest through destinations or the filters on all itineraries.

Active Retirees Itineraries by State

This collection brings together thirty carefully curated destinations and thirty accompanying itineraries designed for active retirees seeking meaningful travel experiences. From the wine regions of the Finger Lakes and Rhineland to the natural landscapes of the Black Hills and Red River Gorge, each destination offers a blend of cultural exploration, culinary discovery, and outdoor engagement. The itineraries range from leisurely weekend escapes to longer four-day journeys, emphasizing unhurried pacing, quality dining, and local immersion. Whether drawn to historic architecture in Washington D.C., coastal mornings on the Gulf, or mountain vistas in the Northeast Kingdom, travelers will find destinations that balance activity with ease and sophistication with authenticity.

Frequently Asked Questions

What types of destinations are included in this collection?

⌄

The collection spans thirty destinations across the United States and internationally, including wine regions (Finger Lakes, Missouri Rhineland, North Fork), cultural hubs (Salem, Burlington, Washington D.C.), natural areas (Red River Gorge, Hocking Hills, Black Hills), and coastal destinations (Gulf Shores, Gulf Coast regions). Destinations range from established leisure areas like Scottsdale and the Berkshires to lesser-known regions like the Northeast Kingdom and Susquehanna Valley.

How long are the itineraries, and what can travelers expect?

⌄

Thirty itineraries are provided, ranging from one to four days in length. Most are designed as two-day or three-day experiences. The itineraries emphasize slow travel, featuring vineyard visits, culinary experiences, gallery time, and natural exploration. Examples include 'Mist, Vineyards & Long Lunches' in the Finger Lakes (3 days), 'Marble, Memory, and Golden Light' in Washington D.C. (4 days), and 'Thermal Waters & Woodland Light' in Hot Springs (2 days).

Are there itineraries focused on wine and food experiences?

⌄

Yes. Multiple itineraries center on culinary and wine exploration, including 'Cellar Light & River Bluffs: A Slow Wine Weekend in the Rhineland,' 'Slow Rivers & Sunday Tables: A Hudson Valley Wine & Culinary Journey,' and 'Slow Mornings & Long Tables: Two Days of Pioneer Valley Flavor.' These are complemented by destinations known for gastronomy such as the Berkshires, Santa Rosa, and various wine regions.

What natural attractions and outdoor activities are featured?

⌄

Destinations include significant natural areas such as Red River Gorge, Hocking Hills, the Black Hills, and the Green Mountains. Itineraries highlight stone formations, gardens, hiking opportunities, and waterside experiences. Examples include 'Stone Cathedrals in Winter Light: Hocking Hills at a Gentle Pace' (3 days), 'Stone Arches & Slow Mornings' in Red River Gorge (2 days), and 'Cliffs, Quiet Water, and Winter Light' in the Northeast Kingdom (2 days).

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