Key West & Beyond: A Laid-Back Island Getaway – February 18-24, 2026

From

$4699.00

Duration

Tour Type

Overview

Key West & Beyond: A Laid-Back Island Getaway
February 18-24, 2026

Escape the chill of winter and bask in the tropical warmth of South Florida on this seven-day journey through Miami, Key West, and the Florida Keys. Begin in lively Miami, exploring its iconic Art Deco charm and lush waterfront gardens before traveling the famed Overseas Highway to colorful Key West. Discover island highlights including Mallory Square’s Sunset Celebration, the Southernmost Point, Truman’s Little White House, and Hemingway’s Home. Enjoy a dinner cruise on turquoise waters and the relaxed pace of Old Town life. Continue to Key Largo for a glass-bottom boat ride through coral reefs and venture into the Everglades for an exhilarating airboat adventure. With oceanfront accommodations, scenic drives, and unforgettable sunsets, this perfectly paced getaway blends natural beauty, fascinating history, and laid-back island charm—offering sunshine and smiles at every stop.

What’s Included

✅ Roundtrip Airfare – From Portland, or we can arrange travel from your home airport
✅ Airport Transfers – Convenient transportation to and from the airport
✅ Luxury Motorcoach Transportation – Comfortable, scenic travel throughout South Florida
✅ OregonWest Tour Director – Experienced escort providing guidance and care throughout
✅ Excellent Accommodations – Hand-selected hotels in Miami, Key West, and Key Largo, ideally located for comfort and convenience
✅ 6 Breakfasts – Delicious daily starts at your hotel
✅ 2 Lunches – Enjoyed at local favorites and scenic waterfront spots
✅ 6 Dinners – Including a sunset dinner cruise and group dining at waterfront restaurants
✅ All Entrances & Activities – As outlined in the itinerary, including Vizcaya Museum & Gardens, Truman’s Little White House, Hemingway Home, Coral Reef State Park, and an Everglades airboat adventure
✅ All Gratuities – For guides, drivers, and included meals
✅ A Sunshine-Filled Getaway – Beautiful views, ocean breezes, and unforgettable memories

What’s Not Included

❌ Travel Insurance – Strongly recommended for your peace of mind; we’re happy to assist with options
❌ Personal Expenses – Such as souvenirs, optional activities, or additional beverages

Itinerary

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This is a Level I Activity Tour – Click Here for a Description

Booking Tour

Tour Information

Max Guests

35

Min Age

21+

Tour Location

Languages Support