Florida Keys Family Multi-Adventure Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

One or more kids 17+ required (siblings 14+ ok)

From $4,749 - $4,799 /person

5 days

4 nights

Activity Levels 1-2

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Florida Keys Family Multi-Adventure Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

One or more kids 17+ required (siblings 14+ ok)

5 days

4 nights

Activity Levels 1-2

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2023: Dec

From $4,749 - $4,799 /person

Winter Sunshine from Everglades National Park to Key West

In the water. Over the water. Under it, around it. Paddle on it, pedal above it. Plunge into it, sharing the experience with kaleidoscopic fish and maybe even sea turtles. Watch the sun set over it from the southernmost point in the country. How do you and your family enjoy the true keys to happiness? It's easy—just add water.

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Bike
Kayak
Snorkel
Paddleboard
Walk/Hike

Highlights

  • Explore unique ecosystems in the Everglades, an international biosphere—there's no other place like it!
  • Pedal over aquamarine waters on the Overseas Heritage Trail's historic bridges, taking in spectacular tropical scenery
  • Watch for marine life above and below the water as you paddle under the lush mangrove canopy
  • Discover colorful characters at the nightly festival on Mallory Square—a classic Key West experience
Florida Keys Family Multi-Adventure Tour map

Florida

Start Miami

End Key West

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Days 1-2

Description

Leaving bustling Miami, head to the Shark Valley Visitor Center and into Everglades National Park, an incredibly diverse place poetically referred to as a "river of grass" • On a private airboat tour, venture through the fascinating swamp habitat and learn about its rare flora and fauna • Cycle on a car-free bike path through the park's wetlands—keep an eye out for herons, storks and sunbathing alligators • Kayak through mangroves, searching for wildlife above and below the water • Travel from the Everglades to Islamorada, the Village of Islands • Enjoy a relaxing afternoon or take advantage of our resort's amenities.

Accommodations

Nights 1-2

Cheeca Lodge & Spa
Islamorada
Premiere Hotel

Part of the Islamorada scene since 1946, this amenity-rich beachside resort is set on 27 lush acres. (pool, spa)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Days 3-5

Description

Explore the unique mangrove ecosystems and calm blue-green waters of backcountry Key West on a stand-up paddleboard • Bike along the Overseas Heritage Trail, a scenic paved path just for cyclists and pedestrians • Sail in the Florida Keys National Marine Sanctuary, home to the world's third-largest coral reef • Discover colorful tropical fish in shallow-water snorkeling • Looking for the quintessential Key West experience? Join the revelers at the Sunset Festival, brimming with street performers and local artisans • Explore Key West, part of the Florida Keys archipelago and known for its pastel-colored conch-style houses, on a walking tour, learning about the city's rich architectural heritage and why everyone from Harry Truman to Ernest Hemingway couldn't escape its unique lure.

Accommodations

Nights 3-4

The Marker Waterfront Resort
Key West
Premiere Hotel

Ideally situated on two acres of waterfront land and designed with a barefoot tropical luxury aesthetic, the Marker is named for the mile markers that lead to the southernmost part of the United States. (pool)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

What's Included

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Straight Talk

We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.

Easygoing Adventure

This is a Level 1–2 trip, meaning the activities are easygoing and designed to allow us to take it slow and soak up the beauty of the region. Each day we embark on an active adventure, but the amount of time spent in the saddle and on the trails is less than the typical Backroads trip. We've paired our core activities with ones that are suited to this destination, such as kayaking and snorkeling. The level of these activities, combined with plenty of downtime to relax and take advantage of the resorts and beaches, result in the ideal way to experience Key West.

Shuttling

Long shuttles on Days 1 and 3 (sometimes made longer with traffic) allow us to cover the highlights of this dynamic region.

Peak Season Crowds

The Keys have their share of crowds and traffic, especially over peak holiday and spring break months. While we always aim to get off the beaten path, during certain times of the year traffic delays and slow service are unavoidable. Not to worry—we've built plenty of time into this itinerary to account for the relaxed pace, which the locals charmingly call "Keys Disease!"

Weather-Dependent Activities

Water activities in the Keys are weather-dependent. Snorkeling can be canceled in the winter months due to low visibility. In the case of inclement weather, alternative activities are available.

A Place Like No Other

The Florida Keys are a truly unique destination teeming with fascinating history, vibrant character and quirky culture. On this journey expect to see everything from pristine beaches, out-of-this-world sunsets and mangrove forests to cruise ships, tackle shops and t-shirt stands.

Electric-Assist Bikes (ebikes)

eBikes are not allowed in the Everlgades on Day 1. 

Want more information? Download a detailed itinerary.

Itineraries include detailed descriptions of each day, tips on travel arrangements, regional highlights and more. It's the perfect tool to help you choose!

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From $4,749 - $4,799 /person

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Hotels

World-Class Hotels

Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Nights 1-2

Cheeca Lodge & Spa
Islamorada

Premiere Hotel

Part of the Islamorada scene since 1946, this amenity-rich beachside resort is set on 27 lush acres. (pool, spa)

Nights 3-4

The Marker Waterfront Resort
Key West

Premiere Hotel

Ideally situated on two acres of waterfront land and designed with a barefoot tropical luxury aesthetic, the Marker is named for the mile markers that lead to the southernmost part of the United States. (pool)

From $4,749 - $4,799 /person

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Bikes

Choose Your Perfect Bike

Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Backroads Performance Road Bike
Performance Road Bike

Included in your trip price

  • Ideal for avid cyclists
  • Responsive, efficient and comfortable
  • Drop handlebars only
Backroads Touring Bike
Backroads Touring Bike

Included in your trip price

  • Suited for a wide range of cyclists
  • Comfortable ergonomic seat
  • Long wheel base adds to the bike's control and stability
  • Upright handlebars only
Backroads Electric-Assist Bike
Backroads Electric-Assist Bike

Included in your trip price

  • One of the lightest e-bikes available
  • Provides plenty of power and more than enough battery
  • Lower top tubes for easier mounting and dismounting
  • Upright handlebars only

Min. age to ride e-bike: 16+

From $4,749 - $4,799 /person

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From $4,749 - $4,799 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Your guest & room selections

1 adult

1 room, 1 bed

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Looks like you’re traveling with a smaller group

Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

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Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want more information? Download a detailed itinerary.

Itineraries include detailed descriptions of each day, tips on travel arrangements, regional highlights and more. It's the perfect tool to help you choose!

Request itinerary

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Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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From $4,749 - $4,799 /person

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