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NORTHEAST

SOUTHEAST

ROCKY MOUNTAINS

SOUTHWEST

PACIFIC NORTHWEST

ALASKA & HAWAII

CANADA

INTERNATIONAL & MULTI-REGION

APPALACHIA & MIDDLE ATLANTIC

CALIFORNIA

GREAT LAKES & CENTRAL

CYCLING

ODYSSEY 2018 NEW ENGLAND RAMBLER
THE HEART OF THE ADIRONDACKS BIKE TOUR
COAST OF MAINE
EAST COAST GREENWAY - SEGMENT II BIKE TOUR
EAST COAST GREENWAY - SEGMENT I CYCLING TOUR

HIKING

NEW HAMPSHIRE'S WHITE MOUNTAINS HIKING
THE ADIRONDACK MOUNTAINS, NY HIKING
ACADIA NATIONAL PARK TOUR
VERMONT FALL FOLIAGE HIKING TOUR

CYCLING

GUIDED FLORIDA KEYS BICYCLE TOUR
NATCHEZ TRACE PARKWAY BIKE TOUR
BIKING NORTH CAROLINA WINE COUNTRY

HIKING

GREAT SMOKY MOUNTAINS N.P. HIKING TOUR: 6 DAY SELF-GUIDED

CYCLING

ASPEN CYCLING SCHEDULED GETAWAY DISCOVERY TOUR
VAIL VALLEY CYCLING SCHEDULED GETAWAY DISCOVERY TOUR
CYCLING COEUR D'ALENE, IDAHO
VAIL VALLEY CYCLING FLEX GETAWAY CLASSIC TOUR
ASPEN CYCLING FLEX GETAWAY CLASSIC TOUR
COLORADO HIGH COUNTRY CYCLING TOUR
COLORADO HIGH COUNTRY CYCLING TOUR - 10 DAY SELF-GUIDED
STEAMBOAT GRAVEL CYCLING FLEX GETAWAY TOUR
ASPEN CYCLING SCHEDULED GETAWAY CLASSIC TOUR
VAIL VALLEY CYCLING SCHEDULED GETAWAY CLASSIC TOUR

HIKING

ROCKY MOUNTAIN HIKING FLEX GETAWAY DISCOVERY TOUR
ROCKY MOUNTAIN HIKING FLEX GETAWAY CLASSIC TOUR
GLACIER & WATERTON LAKES NATIONAL PARKS HIKING TOUR
GUIDED SNOWSHOEING AT OLD FAITHFUL IN YELLOWSTONE NATIONAL PARK
ROCKY MOUNTAIN HIKING SCHEDULED GETAWAY CLASSIC TOUR
ROCKY MOUNTAIN SNOWSHOE FLEX GETAWAY
SNOWSHOEING MAMMOTH TOUR AT YELLOWSTONE NATIONAL PARK
ROCKY MOUNTAIN NATIONAL PARK GUIDED HIKING TOUR
ROCKY MOUNTAIN HIKING SCHEDULED GETAWAY DISCOVERY TOUR

CYCLING

SOUTHERN ARIZONA & TUCSON CYCLING TOUR

HIKING

GRAND CANYON NATIONAL PARK HIKING SOUTH RIM TO NORTH RIM MINI
TAOS, SANTA FE & GREAT SAND DUNES NATIONAL PARK HIKING TOUR
CHIRICAHUA & THE SONORAN DESERT
GRAND CANYON GUIDED HIKE: RIM TO RIVER TO RIM
GRAND CANYON NORTH RIM TO SOUTH RIM HIKING TOUR
DEATH VALLEY N.P. HIKING TOUR: 6 DAY SELF-GUIDED
GUIDED JOSHUA TREE NATIONAL PARK HIKING TOUR

CYCLING

CYCLING COEUR D'ALENE, IDAHO
OREGON SEA TO SKY CYCLING TOUR: 9 DAY SELF-GUIDED
CRATER LAKE AND OREGON SCENIC CYCLING

HIKING

NORTH CASCADES NATIONAL PARK HIKING
CRATER LAKE NATIONAL PARK HIKING TOUR WITH OREGON CAVES

HIKING

SUPER HAWAII: MAUI AND KAUAI HIKING TOUR
KAUAI: WAIMEA CANYON & THE NAPALI COAST
HIKING ALASKA’S KENAI PENINSULA & KENAI FJORDS
HAWAII BIG ISLAND HIKING TOUR
GLACIER BAY TOURS: JUNEAU & SITKA, ALASKA

CYCLING

MAJESTIC MOUNTAINS -MISSOULA TO JASPER
GLACIER NATIONAL PARK & WATERTON LAKES EXPLORER
CANADA’S GOLDEN TRIANGLE AND ON TO JASPER NATIONAL PARK
SELKIRK - KOOTENAY MOUNTAINS CYCLING
PRINCE EDWARD ISLAND EXPLORER CYCLING TOUR

HIKING

SUNSHINE COAST OF BRITISH COLUMBIA
WHISTLER & THE COASTAL RANGE OF BRITISH COLUMBIA
GLACIER NATIONAL PARK & WATERTON LAKES EXPLORER
GLACIER & WATERTON LAKES NATIONAL PARKS HIKING TOUR
CANADIAN WONDERS HIKING ODYSSEY
BRITISH COLUMBIA’S YOHO NATIONAL PARK
BANFF NATIONAL PARK GUIDED HIKING TOUR
MT. REVELSTOKE AND GLACIER NATIONAL PARKS, CANADA

CYCLING

COAST 2 COAST ANNUAL CYCLING TOUR
CYCLING THE GREAT ALLEGHENY PASSAGE & C&O CANAL

HIKING

COSTA RICA CANOPIES, CULTURE, AND COASTLINES SIGNATURE JOURNEY
GLACIER & WATERTON LAKES NATIONAL PARKS HIKING TOUR

CYCLING

KENTUCKY BLUE GRASS CYCLING TOUR: 6 DAY SELF-GUIDED
BIKING BLUE RIDGE PARKWAY
NATCHEZ TRACE PARKWAY BIKE TOUR
BIKING NORTH CAROLINA WINE COUNTRY
CYCLING THE GREAT ALLEGHENY PASSAGE & C&O CANAL

HIKING

GREAT SMOKY MOUNTAINS N.P. HIKING TOUR: 6 DAY SELF-GUIDED

CYCLING

SANTA BARBARA CYCLING TOUR: 5 DAY SELF-GUIDED

HIKING

SEQUOIA AND KINGS CANYON NATIONAL PARK HIKING TOUR
DEATH VALLEY N.P. HIKING TOUR: 6 DAY SELF-GUIDED
YOSEMITE N.P. HIKING TOUR: 6 DAY SELF-GUIDED
GUIDED POINT REYES HIKING TOUR
REDWOODS NATIONAL AND STATE PARKS HIKING TOUR
GUIDED HIKING TOURS IN YOSEMITE NATIONAL PARK
LASSEN VOLCANIC NATIONAL PARK HIKING TOUR
GUIDED JOSHUA TREE NATIONAL PARK HIKING TOUR

CYCLING

MINNESOTA’S LAND OF 10,000 LAKES
WISCONSIN’S DOOR COUNTY
GREAT LAKES OF MICHIGAN CYCLING TOURS
KATY TRAIL GUIDED BIKING TOUR
THE BLACK HILLS BIKING & MT RUSHMORE SAMPLER MULTI-SPORT

HIKING

LAKE SUPERIOR HIKING TRAIL
ISLE ROYALE NATIONAL PARK HIKING TOUR
THEODORE ROOSEVELT NATIONAL PARK HIKING TOUR
THE BLACK HILLS BIKING & MT RUSHMORE SAMPLER MULTI-SPORT

Contact Us

Search Tours

303-664-8388

Sign-Up For Our Newsletter

Contact Us

Contact Us

Our Tours
Custom Tours
Trip Calendar
Tour Map
Plan Your Adventure
Why Timberline
Blog

What to Bring Hiking

What to Bring Biking

What to Bring Snowshoeing

What to Bring Hiking

What to Bring Biking

NORTHEAST

SOUTHEAST

ROCKY MOUNTAINS

SOUTHWEST

PACIFIC NORTHWEST

ALASKA & HAWAII

CANADA

INTERNATIONAL & MULTI-REGION

APPALACHIA & MIDDLE ATLANTIC

CALIFORNIA

GREAT LAKES & CENTRAL

CYCLING

ODYSSEY 2018 NEW ENGLAND RAMBLER
THE HEART OF THE ADIRONDACKS BIKE TOUR
COAST OF MAINE
EAST COAST GREENWAY - SEGMENT II BIKE TOUR
EAST COAST GREENWAY - SEGMENT I CYCLING TOUR

HIKING

NEW HAMPSHIRE'S WHITE MOUNTAINS HIKING
THE ADIRONDACK MOUNTAINS, NY HIKING
ACADIA NATIONAL PARK TOUR
VERMONT FALL FOLIAGE HIKING TOUR

CYCLING

GUIDED FLORIDA KEYS BICYCLE TOUR
NATCHEZ TRACE PARKWAY BIKE TOUR
BIKING NORTH CAROLINA WINE COUNTRY

HIKING

GREAT SMOKY MOUNTAINS N.P. HIKING TOUR: 6 DAY SELF-GUIDED

CYCLING

ASPEN CYCLING SCHEDULED GETAWAY DISCOVERY TOUR
VAIL VALLEY CYCLING SCHEDULED GETAWAY DISCOVERY TOUR
CYCLING COEUR D'ALENE, IDAHO
VAIL VALLEY CYCLING FLEX GETAWAY CLASSIC TOUR
ASPEN CYCLING FLEX GETAWAY CLASSIC TOUR
COLORADO HIGH COUNTRY CYCLING TOUR
COLORADO HIGH COUNTRY CYCLING TOUR - 10 DAY SELF-GUIDED
STEAMBOAT GRAVEL CYCLING FLEX GETAWAY TOUR
ASPEN CYCLING SCHEDULED GETAWAY CLASSIC TOUR
VAIL VALLEY CYCLING SCHEDULED GETAWAY CLASSIC TOUR

HIKING

ROCKY MOUNTAIN HIKING FLEX GETAWAY DISCOVERY TOUR
ROCKY MOUNTAIN HIKING FLEX GETAWAY CLASSIC TOUR
GLACIER & WATERTON LAKES NATIONAL PARKS HIKING TOUR
GUIDED SNOWSHOEING AT OLD FAITHFUL IN YELLOWSTONE NATIONAL PARK
ROCKY MOUNTAIN HIKING SCHEDULED GETAWAY CLASSIC TOUR
ROCKY MOUNTAIN SNOWSHOE FLEX GETAWAY
SNOWSHOEING MAMMOTH TOUR AT YELLOWSTONE NATIONAL PARK
ROCKY MOUNTAIN NATIONAL PARK GUIDED HIKING TOUR
ROCKY MOUNTAIN HIKING SCHEDULED GETAWAY DISCOVERY TOUR

CYCLING

SOUTHERN ARIZONA & TUCSON CYCLING TOUR

HIKING

GRAND CANYON NATIONAL PARK HIKING SOUTH RIM TO NORTH RIM MINI
TAOS, SANTA FE & GREAT SAND DUNES NATIONAL PARK HIKING TOUR
CHIRICAHUA & THE SONORAN DESERT
GRAND CANYON GUIDED HIKE: RIM TO RIVER TO RIM
GRAND CANYON NORTH RIM TO SOUTH RIM HIKING TOUR
DEATH VALLEY N.P. HIKING TOUR: 6 DAY SELF-GUIDED
GUIDED JOSHUA TREE NATIONAL PARK HIKING TOUR

CYCLING

CYCLING COEUR D'ALENE, IDAHO
OREGON SEA TO SKY CYCLING TOUR: 9 DAY SELF-GUIDED
CRATER LAKE AND OREGON SCENIC CYCLING

HIKING

NORTH CASCADES NATIONAL PARK HIKING
CRATER LAKE NATIONAL PARK HIKING TOUR WITH OREGON CAVES

HIKING

SUPER HAWAII: MAUI AND KAUAI HIKING TOUR
KAUAI: WAIMEA CANYON & THE NAPALI COAST
HIKING ALASKA’S KENAI PENINSULA & KENAI FJORDS
HAWAII BIG ISLAND HIKING TOUR
GLACIER BAY TOURS: JUNEAU & SITKA, ALASKA

CYCLING

MAJESTIC MOUNTAINS -MISSOULA TO JASPER
GLACIER NATIONAL PARK & WATERTON LAKES EXPLORER
CANADA’S GOLDEN TRIANGLE AND ON TO JASPER NATIONAL PARK
SELKIRK - KOOTENAY MOUNTAINS CYCLING
PRINCE EDWARD ISLAND EXPLORER CYCLING TOUR

HIKING

SUNSHINE COAST OF BRITISH COLUMBIA
WHISTLER & THE COASTAL RANGE OF BRITISH COLUMBIA
GLACIER NATIONAL PARK & WATERTON LAKES EXPLORER
GLACIER & WATERTON LAKES NATIONAL PARKS HIKING TOUR
CANADIAN WONDERS HIKING ODYSSEY
BRITISH COLUMBIA’S YOHO NATIONAL PARK
BANFF NATIONAL PARK GUIDED HIKING TOUR
MT. REVELSTOKE AND GLACIER NATIONAL PARKS, CANADA

CYCLING

COAST 2 COAST ANNUAL CYCLING TOUR
CYCLING THE GREAT ALLEGHENY PASSAGE & C&O CANAL

HIKING

COSTA RICA CANOPIES, CULTURE, AND COASTLINES SIGNATURE JOURNEY
GLACIER & WATERTON LAKES NATIONAL PARKS HIKING TOUR

CYCLING

KENTUCKY BLUE GRASS CYCLING TOUR: 6 DAY SELF-GUIDED
BIKING BLUE RIDGE PARKWAY
NATCHEZ TRACE PARKWAY BIKE TOUR
BIKING NORTH CAROLINA WINE COUNTRY
CYCLING THE GREAT ALLEGHENY PASSAGE & C&O CANAL

HIKING

GREAT SMOKY MOUNTAINS N.P. HIKING TOUR: 6 DAY SELF-GUIDED

CYCLING

SANTA BARBARA CYCLING TOUR: 5 DAY SELF-GUIDED

HIKING

SEQUOIA AND KINGS CANYON NATIONAL PARK HIKING TOUR
DEATH VALLEY N.P. HIKING TOUR: 6 DAY SELF-GUIDED
YOSEMITE N.P. HIKING TOUR: 6 DAY SELF-GUIDED
GUIDED POINT REYES HIKING TOUR
REDWOODS NATIONAL AND STATE PARKS HIKING TOUR
GUIDED HIKING TOURS IN YOSEMITE NATIONAL PARK
LASSEN VOLCANIC NATIONAL PARK HIKING TOUR
GUIDED JOSHUA TREE NATIONAL PARK HIKING TOUR

CYCLING

MINNESOTA’S LAND OF 10,000 LAKES
WISCONSIN’S DOOR COUNTY
GREAT LAKES OF MICHIGAN CYCLING TOURS
KATY TRAIL GUIDED BIKING TOUR
THE BLACK HILLS BIKING & MT RUSHMORE SAMPLER MULTI-SPORT

HIKING

LAKE SUPERIOR HIKING TRAIL
ISLE ROYALE NATIONAL PARK HIKING TOUR
THEODORE ROOSEVELT NATIONAL PARK HIKING TOUR
THE BLACK HILLS BIKING & MT RUSHMORE SAMPLER MULTI-SPORT

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132 trips found (Page 1 of 11)

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Colorado High Country Cycling Tour

Jul 19 - Jul 29, 2026

$4,595

Colorado High Country Cycling Tour

Trip Type: Cycling

Hiking Alaska’s Kenai Peninsula & Kenai Fjords

Jul 20 - Jul 25, 2026

$3,995

Hiking Alaska’s Kenai Peninsula & Kenai Fjords

Trip Type: Hiking

Rocky Mountain Hiking Scheduled Getaway Discovery Tour

Sep 13 - Sep 15, 2026, Jul 22 - Jul 24, 2026

$1,945

Rocky Mountain Hiking Scheduled Getaway Discovery Tour

Trip Type: Hiking

Aspen Cycling Scheduled Getaway Classic Tour

Jul 27 - Jul 29, 2026

$2,155

Aspen Cycling Scheduled Getaway Classic Tour

Trip Type: Cycling

Rocky Mountain National Park Guided Hiking Tour

Jul 27 - Aug 1, 2026

$3,145

Rocky Mountain National Park Guided Hiking Tour

Trip Type: Hiking

Crater Lake National Park Hiking Tour with Oregon Caves

Aug 3 - Aug 7, 2026

$2,975

Crater Lake National Park Hiking Tour with Oregon Caves

Trip Type: Hiking

Crater Lake and Oregon Scenic Cycling

Aug 9 - Aug 14, 2026

$3,250

Crater Lake and Oregon Scenic Cycling

Trip Type: Cycling

Rocky Mountain Hiking Scheduled Getaway Classic Tour

Oct 18 - Oct 20, 2026, Aug 9 - Aug 11, 2026

$1,945

Rocky Mountain Hiking Scheduled Getaway Classic Tour

Trip Type: Hiking

New Hampshire's White Mountains Hiking

Aug 10 - Aug 15, 2026

$3,595

New Hampshire's White Mountains Hiking

Trip Type: Hiking

The Heart of the Adirondacks Bike Tour

Aug 16 - Aug 22, 2026

$3,520

The Heart of the Adirondacks Bike Tour

Trip Type: Cycling

North Cascades National Park Hiking

Aug 16 - Aug 21, 2026

$3,445

North Cascades National Park Hiking

Trip Type: Hiking

Vail Valley Cycling Scheduled Getaway Discovery Tour

Aug 19 - Aug 21, 2026

$1,995

Vail Valley Cycling Scheduled Getaway Discovery Tour

Trip Type: Cycling

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