Skip to main content
+1 (786) 235-2775
50+ Years of Experience
Soar above the ocean
1 / 8
Key West Trips

Key West Day Trip from Miami with Parasailing Adventure

Duration15 Hours
DepartureMiami
Free cancellation
Mobile voucher

Departure Times

07:10 AM07:20 AM

Welcome to the delightful beaches and captivating streets of Key West! Come experience the Florida Keys from above, and embark on an incredible parasailing journey over the island paradise

Key West Day Trip from Miami with Parasailing Experience

Take your Florida Keys adventure to new heights with a Key West day trip from Miami with parasailing, combining scenic travel, island exploration, and an unforgettable aerial experience above the turquoise waters of Key West.

Travel along the iconic Overseas Highway, crossing more than 40 bridges surrounded by crystal-clear ocean views before arriving in one of Florida’s most vibrant and picturesque destinations. Known for its laid-back atmosphere, artistic culture, and tropical charm, Key West offers the perfect setting for both relaxation and adventure.

This Miami to Key West day trip includes free time to explore the island at your own pace, along with an exhilarating Key West parasailing tour that lets you soar high above the Atlantic Ocean.

What to Expect

Your day begins with an early morning departure from Miami. Sit back and relax as you travel through the Florida Keys, enjoying panoramic ocean views along the way.

Upon arrival in Key West, you’ll have time to explore the island’s famous landmarks, including Duval Street, the Southernmost Point, and historic sites like Harry S. Truman’s Little White House. Enjoy local cuisine, shop for souvenirs, or simply take in the tropical atmosphere.

In the early afternoon, prepare for your Key West parasailing experience, one of the most exciting activities in the Florida Keys.

Parasailing Experience in Key West

Your parasailing tour in Key West takes place between 1:00 PM and 2:00 PM, offering ideal weather and visibility conditions.

Board a modern parasailing boat and head out into the open water. As you lift off, you’ll rise high above the ocean, enjoying breathtaking panoramic views of Key West and the surrounding reef system.

During your flight, you may Spot dolphins and other marine life from above, See the island from a unique aerial perspective, Glide alongside seabirds in the open sky, Experience a smooth ride with professional crew support

This is one of the most thrilling things to do in Key West, perfect for adventure seekers and first-time flyers alike.

Explore Key West During Your Free Time

Before or after your parasailing experience, enjoy free time to explore:

  • Walk along Duval Street for shops, restaurants, and nightlife

  • Visit the iconic Southernmost Point

  • Explore Harry S. Truman’s Little White House

  • Relax by the waterfront or enjoy local beaches

  • Discover art galleries and street performances

Itinerary

Tour highlights

1Full-day Key West tour from Miami with round-trip transportation
2Scenic drive along the Overseas Highway
3Parasailing adventure in Key West (1:00 PM – 2:00 PM)
4Bird’s-eye views of the Florida Keys and surrounding waters
5Chance to spot dolphins and marine life from above
6Free time to explore Key West’s top attractions
7State-of-the-art parasailing boat for a smooth experience

Itinerary

1

Pickup and Departure from Miami

Pickup and departure from Miami. Travel along the scenic Overseas Highway.

2

Arrival in Key West

Enjoy free time to explore the island.

3

Parasailing Adventure

Experience your Key West parasailing tour above the ocean.

4

Free Time in Key West

Continue exploring Key West at your leisure.

5

Departure from Key West

Board your bus for the return trip to Miami.

6

Arrival in Miami

Approx. Return to your original pickup location.

What's included

  • Round trip hotel transfers from Miami Beach and Downtown Miami Hotels
  • 1 hour Parasailing experience - tandem or single
  • Local taxes and fees

Not included

  • Food and beverages
  • Additional activities in Key West
  • Optional gratuities

Essential info

* A government issued photo ID must be present at the time of checking in. We do not accept photos of ID's. If there is a minor the actual parent must sign the waiver for the minor. No other adult can sign for the minor

* Bring sunscreen, a towel and bathing suit

* Minimum age: 6 years old, Minors take this tour under parent/guardian responsibility

*Guests under 18 must have a parent at check-in to complete waivers and show photo I.D.

* All participants must be able to swim. Upon arrival to Key West follow your driver/guide’s instructions.

* We’ll make rest stops on the way to Key West. Approximate free time there is from 12:00pm to 5:30pm.

* The boat departure is subject to good weather conditions

* Cancellation within 24 hours will incur a 100% service charge. No-show is not refundable.

Cancellation Policy

Free cancellation up to 24 hours before the tour

  • ≥24h: 100% refund
  • ≥0h: 0% refund

Modifications

Change your booking online free of charge up to 24 hours before the tour.

Cancellations within 24 hours will incur a 100% service charge. Cancellation has to be done by website or email. No-show is not refundable.

Free cancellation up to 24 hours before departure. No refund inside 24 hours.

Departure

Bayside Marketplace

401 Biscayne Blvd, Miami FL, Miami, 33132

Redemption

Please call at 1.786.235.2775 or e-mail bookings@graylinemiami.com 48 hours prior to service to reconfirm details and present your ticket to the Gray Line representative upon pick-up.

Cancellation within 24 hours will incur a 100% service charge. No-show is not refundable.

Frequently asked questions

Guest reviews

Reviews coming soon

From
$23
/adult
Adult (12+)$23
Child (3-11)$23
Free cancellation
Instant confirmation
Mobile voucher

Read our cancellation policy and FAQ

Similar tours

Glass Bottom boat CatamaranFree cancellation

Key West Trips

Key West Glass Bottom Boat Tour – Coral Reef Experience

Key West’s only window to the sea! Stay cool and dry as you view a stunning array of tropical marine life in air-conditioned comfort aboard Fury’s Glass Bottom Boat. Through our windows to the sea, guests can witness the wonder of North America’s only living coral reef. You may even observe sea turtles, rays and fish of all kinds gliding through the crystal waters they call home

2 hours

(0)
From
$69
/adult
Book now
You may not want to leave after your day trip to Key WestFree cancellation

Key West Trips

Key West Day Trip from Miami

Welcome to the enchanting beaches and vibrant streets of Key West! The state’s southernmost tip is exuberant, full of natural beauty and Caribbean charm only found at the Florida Keys

15 Hours

(0)
From
$75
/adult
Book now
Key West Coral ReefFree cancellation

Key West Trips

Key West Day Trip and Dolphin Watch & Snorkeling

Depart Miami on a scenic Gray Line bus tour to Key West, explore Old Town’s historic sites and beaches and then, board an eco‑certified catamaran for a 3‑hour dolphin‑watch and snorkeling adventure in Key West’s marine refuge, dolphin‑spotting, guided snorkeling gear, and refreshments included. Return to Miami with sunset views on a full ~15‑hour day trip

15 Hours

(0)
From
$56
/adult
Book now
Experience the beauty of Key WestFree cancellation

Key West Trips

Key West Day Trip from Fort Lauderdale

Welcome to the enchanting beaches and vibrant streets of Key West! The state’s southernmost tip is brimming with natural beauty and Caribbean charm only found at the Florida Keys

16 Hours

(0)
From
$99
/adult
Book now