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Sun, Fun, and Island Adventure in Beautiful Key West, FL

Key West, Florida

Beach

Experience the best of Key West—sunshine, beaches, fun, and adventure—on this incredible four-day getaway.

Sun, Fun, and Island Adventure in Beautiful Key West, FL

Key West, Florida

Beach

Experience the best of Key West—sunshine, beaches, fun, and adventure—on this incredible four-day getaway.

Sun, Fun, and Island Adventure in Beautiful Key West, FL

Key West, Florida

Beach

Experience the best of Key West—sunshine, beaches, fun, and adventure—on this incredible four-day getaway.

Sun, Fun, and Island Adventure in Beautiful Key West, FL

Key West, Florida

Beach

Experience the best of Key West—sunshine, beaches, fun, and adventure—on this incredible four-day getaway.

Sun, Fun, and Island Adventure in Beautiful Key West, FL

Key West, Florida

Beach

Experience the best of Key West—sunshine, beaches, fun, and adventure—on this incredible four-day getaway.

Sun, Fun, and Island Adventure in Beautiful Key West, FL

Key West, Florida

Beach

Experience the best of Key West—sunshine, beaches, fun, and adventure—on this incredible four-day getaway.

Sun, Fun, and Island Adventure in Beautiful Key West, FL

Key West, Florida

Beach

Experience the best of Key West—sunshine, beaches, fun, and adventure—on this incredible four-day getaway.

EXPERIENCE OVERVIEW

Located at the end of the 113-mile Overseas Highway of US 1, on the southernmost tip of Florida, the city of Key West is home to soft sand beaches, calm blue water, lively nightlife, and a laid-back island vibe.

Spanning just two miles by four miles, it’s not the largest island in the Florida archipelago, but it is one of the most popular, filled with opportunities for exploration, outdoor fun, and a variety of year-round pursuits on land and in the water. 

For this trip, you’ll have deluxe accommodations at one of Key West’s high-end boutique hotels, set within lush tropical landscaping and conveniently located in the heart of Old Town. Here you’ll enjoy restful nights in a spacious room complete with luxury linens and bath products, classic Key West beach details, and all the comforts of home. You’ll also have access to hotel amenities, sparkling outdoor pools with loungers and bar service, daily continental breakfast, and more—all designed to make your vacation special.

We’ve also arranged for you to have three unforgettable adventures during your stay. 

First, you’ll take a private, guided bike tour through the streets of Old Town Key West, seeing some of the city’s major landmarks, pedaling out to the Southernmost Point Buoy for panoramic ocean views, and learning more about the interesting history and people of the island, as well as its Cuban and Caribbean influences. It’s a sweet, leisurely ride that takes you through town and along quiet neighborhood streets and is a great way to kick off a Key West vacation.

Later in the day, you’ll head out for an unforgettable small group sunset sail and dolphin watch tour, passing Key West landmarks along the coast before reaching open water for an authentic luxury sailing experience. As part of the cruise, you’ll search for dolphins, enjoy a fabulous tapas dinner and drinks, and have picture-perfect views of the breathtaking pink and orange sky overhead and reflected in the water around you.

For the third scheduled adventure, you’ll enjoy an incredible half-day seaplane and snorkel trip to Dry Tortugas National Park—one of North America’s most remote and inaccessible National Parks, renowned for its diverse and colorful marine life, pirate legends, and unspoiled natural beauty. Here, you’ll be able to take a self-guided tour of historic Fort Jefferson, sunbathe on a quiet, white-sand beach, and snorkel the incredible living coral reef (the third largest barrier reef in the world) located just off-shore. Beverages and snorkeling gear are provided, and you can bring a lunch or snacks with you if you want to picnic by the water.

Between excursions, you’ll have time to relax at the hotel or do some exploring of your own. Stroll the palm tree-lined sidewalks of bustling Duval Street in the heart of downtown—stretching 14 blocks from the Gulf of Mexico at one end to the Atlantic Ocean at the other—and take in the unique mix of shops, bars, restaurants, and historic buildings. Tour the Hemingway Home & Museum across from the lighthouse. Grab breakfast at Pepe’s Café or a fresh Caribbean-inspired lunch at Turtle Kraals. Get out on the water for jet skiing, kayaking, fishing, or swimming. Or just spend your afternoons relaxing on one of Key West’s beaches, enjoying ocean breezes, warm water, island cocktails, and fun in the sun.

highlights

  • 4 days / 3 nights in Key West, FL
  • Deluxe accommodations at a luxury boutique hotel
  • Private transportation to and from the airport
  • Private, guided bike tour of historic Key West
  • Small group sunset sail and dolphin watching excursion
  • Half-day seaplane and snorkel adventure at Dry Tortugas National Park

Highlights

  • 4 days / 3 nights in Key West, FL
  • Deluxe accommodations at a luxury boutique hotel
  • Private transportation to and from the airport
  • Private, guided bike tour of historic Key West
  • Small group sunset sail and dolphin watching excursion
  • Half-day seaplane and snorkel adventure at Dry Tortugas National Park
Located at the end of the 113-mile Overseas Highway of US 1, on the southernmost tip of Florida, the city of Key West is home to soft sand beaches, calm blue water, lively nightlife, and a laid-back island vibe.

Spanning just two miles by four miles, it’s not the largest island in the Florida archipelago, but it is one of the most popular, filled with opportunities for exploration, outdoor fun, and a variety of year-round pursuits on land and in the water. 

For this trip, you’ll have deluxe accommodations at one of Key West’s high-end boutique hotels, set within lush tropical landscaping and conveniently located in the heart of Old Town. Here you’ll enjoy restful nights in a spacious room complete with luxury linens and bath products, classic Key West beach details, and all the comforts of home. You’ll also have access to hotel amenities, sparkling outdoor pools with loungers and bar service, daily continental breakfast, and more—all designed to make your vacation special.

We’ve also arranged for you to have three unforgettable adventures during your stay. 

First, you’ll take a private, guided bike tour through the streets of Old Town Key West, seeing some of the city’s major landmarks, pedaling out to the Southernmost Point Buoy for panoramic ocean views, and learning more about the interesting history and people of the island, as well as its Cuban and Caribbean influences. It’s a sweet, leisurely ride that takes you through town and along quiet neighborhood streets and is a great way to kick off a Key West vacation.

Later in the day, you’ll head out for an unforgettable small group sunset sail and dolphin watch tour, passing Key West landmarks along the coast before reaching open water for an authentic luxury sailing experience. As part of the cruise, you’ll search for dolphins, enjoy a fabulous tapas dinner and drinks, and have picture-perfect views of the breathtaking pink and orange sky overhead and reflected in the water around you.

For the third scheduled adventure, you’ll enjoy an incredible half-day seaplane and snorkel trip to Dry Tortugas National Park—one of North America’s most remote and inaccessible National Parks, renowned for its diverse and colorful marine life, pirate legends, and unspoiled natural beauty. Here, you’ll be able to take a self-guided tour of historic Fort Jefferson, sunbathe on a quiet, white-sand beach, and snorkel the incredible living coral reef (the third largest barrier reef in the world) located just off-shore. Beverages and snorkeling gear are provided, and you can bring a lunch or snacks with you if you want to picnic by the water.

Between excursions, you’ll have time to relax at the hotel or do some exploring of your own. Stroll the palm tree-lined sidewalks of bustling Duval Street in the heart of downtown—stretching 14 blocks from the Gulf of Mexico at one end to the Atlantic Ocean at the other—and take in the unique mix of shops, bars, restaurants, and historic buildings. Tour the Hemingway Home & Museum across from the lighthouse. Grab breakfast at Pepe’s Café or a fresh Caribbean-inspired lunch at Turtle Kraals. Get out on the water for jet skiing, kayaking, fishing, or swimming. Or just spend your afternoons relaxing on one of Key West’s beaches, enjoying ocean breezes, warm water, island cocktails, and fun in the sun.

Trip details

Trip Type: Private Journey

Comfort: Luxury

Travel Styles: Leisure

Starts: Key West, Florida

Finishes: Key West, Florida

Duration: 4 days

Includes

ADDITIONAL INCLUDED HIGHLIGHTS

  • Private transportation to/from the airport
  • Deluxe accommodations at a luxury boutique hotel
  • A private, guided bike tour of historic Key West
  • Small group sunset sail and dolphin watching excursion
  • Half-day seaplane and snorkel adventure at Dry Tortugas National Park

ITINERARY

1Welcome to Key West

  • Upon arrival, you will be met at the airport and escorted to your hotel.
  • Settle in and enjoy the remainder of the day at your leisure.
Suggested Itinerary Enhancements: 
  • Go for a swim in the hotel pool
  • Stroll Key West’s iconic Duval Street
  • Grab a cocktail at any of the lively outdoor bars and restaurants

2Bike Tour and Dolphin Watching

  • Start the day with a private, guided historical bike tour.
  • Later, you’ll enjoy a small group sunset sail and dolphin watching excursion. 
Suggested Itinerary Enhancements: 
  • Visit the Hemingway Home & Museum
  • Explore the Key West Butterfly & Nature Conservatory
  • Take a Key West Old Town Trolley Tour
  • Sun and swim at Higgs Beach or Smathers Beach

3Seaplane Excursion to Dry Tortugas National Park

  • Today, you’ll head out for an exciting half-day seaplane and snorkel excursion to Dry Tortugas National Park.
  • Enjoy the remainder of the day at your leisure.
Suggested Itinerary Enhancements: 
  • Enjoy a meal at Turtle Kraals or Pepe’s Café 
  • Visit Harry S. Truman’s Little White House
  • Watch the sunset from Mallory Square
  • Take a guided Key West Ghost Tour after dark

4Depart for Home

  • This morning, you’ll check out of your hotel and be transported to the airport for your flight home.
  • Start planning your next Manifest getaway.
Welcome to Key West
  • Upon arrival, you will be met at the airport and escorted to your hotel.
  • Settle in and enjoy the remainder of the day at your leisure.
Suggested Itinerary Enhancements: 
  • Go for a swim in the hotel pool
  • Stroll Key West’s iconic Duval Street
  • Grab a cocktail at any of the lively outdoor bars and restaurants
Bike Tour and Dolphin Watching
  • Start the day with a private, guided historical bike tour.
  • Later, you’ll enjoy a small group sunset sail and dolphin watching excursion. 
Suggested Itinerary Enhancements: 
  • Visit the Hemingway Home & Museum
  • Explore the Key West Butterfly & Nature Conservatory
  • Take a Key West Old Town Trolley Tour
  • Sun and swim at Higgs Beach or Smathers Beach
Seaplane Excursion to Dry Tortugas National Park
  • Today, you’ll head out for an exciting half-day seaplane and snorkel excursion to Dry Tortugas National Park.
  • Enjoy the remainder of the day at your leisure.
Suggested Itinerary Enhancements: 
  • Enjoy a meal at Turtle Kraals or Pepe’s Café 
  • Visit Harry S. Truman’s Little White House
  • Watch the sunset from Mallory Square
  • Take a guided Key West Ghost Tour after dark
Depart for Home
  • This morning, you’ll check out of your hotel and be transported to the airport for your flight home.
  • Start planning your next Manifest getaway.

WHAT’S INCLUDED

  • Private transportation to/from the airport
  • Deluxe accommodations at a luxury boutique hotel
  • A private, guided bike tour of historic Key West
  • Small group sunset sail and dolphin watching excursion
  • Half-day seaplane and snorkel adventure at Dry Tortugas National Park

ACCOMMODATIONS

Deluxe accommodations at one of Key West’s high-end boutique hotels in the heart of Old Town

PAYMENT TERMS

  • 20% due upon booking
  • 80% due 60 days from trip start date
  • 100% due if booked inside 60 days from trip start date

CANCELLATION TERMS

  • 36 or more days from trip start date - 100% refund
  • 16-35 days from trip start date - 100% refund less $150 per person administration fee or a 100% refund in Manifest travel credit (must be used within one calendar year of cancellation date)
  • 0-15 days from trip start date - 100% non-refundable and no Manifest credits given

Partner Details

Manifest Signature

In Business Since 2019

Manifest Signature - A unique collection of hotel properties combined with activities that offer an immersive experience tailored to your travel goals.

From $2,334 pp

Subject to availability Double occupancy (members only trip)

Flexible Dates

On Request

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