Sailing in Gladeview, FL


$195 for 90-Minute Harbor Day Sailing Tour for Up to Six from Sunset Sail Key West ($294 Value)

Sunset Sail Key West

Key West

Up to six passengers take to the Gulf of Mexico in a 33-foot sailboat with water, soft drinks, and cooler space for BYO drinks

$294 $195

$379 for a Three-Hour Sailing Trip for Up to Six Guests from Let's Go Sailing Today ($595 Value)

Let's Go Sailing Today

Northeast Coconut Grove

Guests spend up to three hours cruising Biscayne Bay aboard the “Dream Catcher,” a 40’ Beneteau sailboat

$595 $379

$599 for a Five-Hour Sailing Charter for Up to Six with a Bottle of Wine from Carlin Sailing ($1,130 Value)

Carlin Sailing

Dinner Key Marina

Glasses of French wine complement a five-hour sojourn across waters lined by city views, mangroves, and local wildlife

$1,130 $599

$199 for a Private Sailing Lesson from Captain Tyler Martin's Sailing Vessel Resurgam ($495 Value)

Captain Tyler Martin's Sailing Vessel Resurgam

Captain Tyler Martin's Sailing Vessel Resurgam

Private lessons on S/V Resurgam can target specific areas of sailing knowledge or the basics

$495 $199

$25 for Treasure Hunt Sailing Adventure for Two from Bluefoot Pirate Family Adventures (Up to $50 Value)

Bluefoot Pirate Family Adventures

Bluefoot Pirate Family Adventures

Face painting and water-cannon fights on family-friendly treasure hunt aboard 49-passenger ship

$50 $25

Sightseeing Boat Cruise for One, Two, or Four from Bayride Tours (Up to 34% Off)

Bayride Tours

Downtown Miami

Embark on 90-minute tours featuring views of aquatic wildlife and magnificent oceanside mansions

$26 $18

$29 for a 3-Hour Weekday Island Adventure Miami Day Cruise and Tour from Tropical Sailing Up to $50Value)

Tropical Sailing

Bayside Marketplace and Marina

40 ft. catamaran cruises along Miami’s hot-spots for 3 hours during cruise, stopping at a sandbar, & participating in water activities

$50 $29

$29 for a Three-Hour Weekday Island Adventure Miami Catamaran Cruise from Tropical Sailing ($50 Value)

Tropical Sailing

Bayside Marketplace and Marina

Three-hour catamaran cruises stopping at an island or sandbar where guests have free use of kayaks, paddleboards, and a water trampoline.

$50 $29

Pirates Adventures Water Tour for One or Two from Miami Aqua Tours (35% Off)

Miami Aqua Tours - Dabun

Bayside

Narrated sightseeing tours cruise past Miami landmarks, with sweeping views of the skyline

$27 $18

$52 for a Two-Hour Glass-Bottomed-Boat Cruise for Two on the "Key Largo Princess" ($80 Value)

Key Largo Princess

Key Largo Princess

70 ft. yacht shuttles up to 129 guests, who gaze through 280 sq. ft. glass bottom at vibrant coral-reef state park

$80 $52

Two-Hour Sunset or City Cruise or Morning, Afternoon, or Sunset Sailing Charter from 44% Off)

Miami Yachting Company

South Pointe

The captain and crew use decades of experience to show off secret hideaways and lagoons, plus the homes and yachts of notable residents

$1,300 $734

$499 for a Four-Hour Sailing Charter for Up to Six from Ra Charters ($1,000 Value)

Ra Charters

RA Charters

Guests board a 45-foot, double-masted charter and embark on a tour of Biscayne Bay

$1,000 $499

Hop-On, Hop-Off Trolley Tour for One, Two, or Four from City View Trolley Tours (32% Off)

City View Trolley Tours

Key West

Riders hop on and off at nine stops along a scenic route through the streets of Key West

$28 $20

Speedboat Tours from Thriller Miami Speedboat Adventures

Thriller Miami Powerboat Tours

Downtown Miami

A speedboat tour of Biscayne Bay, South Beach, and Miami Gold Coast

$38 $27

Everglades Airboat Tour for One, Two, or Four at Coopertown Airboat Tours (Up to 29% Off)

Coopertown Airboat Tours

Everglades

Airboats travel nine miles through the Everglades, gliding past stretches of sawgrass, alligator holes, and wetland wildlife

$23 $17

Eco-Adventure Airboat Tour for One, Two, or Four at Everglades Safari Park (Up to 20% Off)

Everglades Safari Park

Everglades

Guests take airboat tour of Everglades National Park; tickets host alligator show, trail access, and chance to hold baby alligator, Snappy

$25 $20

Boat Tour for One or Two from Jet Boat Miami (Up to 38% Off)

Jet Boat Miami

Miami

Jet boat speeds through area waters on a tour that includes views of San Marco and Flagler Memorial Islands

$29.95 $19

Hop-On, Hop-Off Miami Bus Tour with Optional Everglades and Boat Tour from Big Bus Tours (Up to 44% Off)

Big Bus Tours

Big Bus Tours Miami

Hop on and off a giant double-decker bus during sightseeing tour; optional boat ride and alligator and Miccosukee Indian village experience

$45 $25

Four- or Eight-Hour Single Kayak Rental for One or Two at Big Pine Kayak Adventures (Up to 46% Off)

Big Pine Kayak Adventures

Big Pine Key

Kayakers navigate the Florida mangrove system on self-guided tours

$35 $20

$29 for a Weekday Boat & City Amphibious Trolley Duck Tour from Miami Pirate Duck Tour

Miami Pirate Duck Tours

Miami Pirate Duck Tours

Captain navigates an amphibious vessel along both land and water during 90-minute tour of city sights

$32 $29

Taste of Miami, Golden Beaches, or Grand Miami Tour for One from Miami Jet Helicopter Tours (Up to 23% Off)

Miami Jet Helicopter Tours

Miami Opa-Locka Executive Airport (OPF)

Helicopters soar above iconic Miami locales on three possible tours, affording breathtaking views of secluded islands and Miami landmarks

$95 $75

Two-Hour Kayak Rental for One or Two, or Kayak Tour for One from Sunrise Paddleboards (Up to 61% Off)

Sunrise Paddleboards

Bal Harbour

Sightseers navigate kayaks across coral reefs and inland waterways on their own or with assistance from an experienced guide

$80 $31

$18 for $30 Worth of Visits and Activities at Pinto's Farm

Pinto's Farm

Redland Citrus Orchards

At this family-owned farm, families enjoy pony rides, paddleboats, hayrides, a farmer’s market, and more

$30 $18

Sightseeing Boat Tour for One or Two from Miami Aqua Tours (Up to 38% Off)

Miami Aqua Tours

Downtown Miami

Narrated sightseeing tours cruises around around the scenic Biscayne Bay past Miami landmarks, with sweeping views of the skyline

$26 $17

Banana Boat Ride for One or Two, or Banana Boat Ride and Jet Boat Ticket from Jet Boat Miami (Up to 43% Off)

Jet Boat Miami

Miami

Hop aboard a banana boat and enjoy views of downtown Miami as you speed around the bay; jet boat cruises at high speeds with 360 twists

$52 $30

Hiking Tours of the Everglades from Everglades Nature Tours (Up to 58% Off). Four Options Available.

Everglades Nature Tours

Big Cypress National Preserve

Lead by a Gladesman with 35+ years’ experience, visitors ramble through the unique Floridian ecosystem on private or group tours

$65 $27

$169 for Romantic Airplane Tour over South Beach with Champagne For Two ($349.89 Value)

South Florida Air Tours

South Florida Air Tours

Certified pilots lead couples on an aerial tour over South Beach to see the beaches from above and pop champagne in the air

$349.89 $169

City Tour, Everglades Tour, or Tour of City and Biscayne Bay from Safari Tours (Up to 49% Off)

Safari Tours

Downtown Miami

Guides narrate in both English and Spanish as adventurers take in sights from art-deco buildings to swamp wildlife

$39 $20

Miami City Bus Tour with Optional Biscayne Bay Boat Cruise from Gray Line Miami Tours (Up to 49% Off)

Gray Line Miami Tours

Multiple Locations

Tour-goers hop on a double-decker bus to explore Miami’s art-deco architecture and scenic coastline; cruise ferries guests around the bay

$39 $20

Trip to Key West or Everglades Adventure Tour from Xcursions USA (Up to 35% Off). Six Options Available.

Xcursions USA

Bayside Marketplace

Luxury buses with free Wifi whisk passengers to Key West and back; Everglades Adventure includes wildlife show and air boat tour

$80 $52

Select Local Merchants

  • Elite Marine Canvas & Interiors
    If it's the boater's life for you, you'll want to check out the incredible seaworthy vessels for rent at Elite Marine Canvas-Interiors in Virginia Gardens. Parking is plentiful, so visitors can feel free to bring their vehicles.
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    6111 Northwest 38th Street
    Virginia Gardens, FL US
  • Marine Surveyors International
    Take your next outing to the next level: sea level. Spend the evening on a relaxing cruise with Marine Surveyors International in North Bay Village. Parking is plentiful, so visitors can feel free to bring their vehicles.
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    7926 East Drive
    North Bay Village, FL US
  • Action Catamarans
    Take your next outing to the next level: sea level. Spend the evening on a relaxing cruise with Action Catamarans in Opa Locka. Parking is plentiful, so guests can feel free to bring their vehicles.
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    12800 Northwest 38th Avenue
    Opa-locka, FL US
  • Classic Sail Charters
    Established: 2009 Handicap Accessible: No Staff Size: 1 person Parking: Parking lot Reservations/Appointments: Required Most popular offering: Half-Day and Sunset Sailing Pro Tip: Bring sunscreen, hats, and a smile Q&A with Tony Ireland, Captain What inspired you to start or run this business? Before starting Classic Sail Charters, I volunteered with a community sailing organization that exposed people to sailing who had never sailed before. Most of the participants in the program realized the special calm joy that comes after casting off lines and raising sail. Gliding quietly through the water under sail seems to wash the stress away, and it was apparent in their eyes and faces. After 25 years working in corporate offices, I decided this was for me. What’s your favorite part about your job? Helping people get away from it, and watching the faces light up. Is there anything else you want to add that we didn't cover? Sailing yachts is a sporty activity that requires some mental concentration, as well as some physical strength. When the wind is up and the boat pitches and rolls a bit, it is not the best or safest activity for children under 7, nor is it much fun for the parents. What is the best reaction you’ve ever gotten from a customer? "Thank you, that was wonderful."
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    3600 Southwest 27th Avenue
    Miami, FL US
  • Boat Rental Miami
    Back in 1955, Bayside Marketplace was abuzz with fishermen selling the day’s catch to people eager to bring home a fresh dinner to their families. Today, the waterside marketplace still bustles with shoppers, but now both tourists and locals bob in and out of retail shops and restaurants, and stop mid-step to catch street performers in action. It’s in this lively epicenter—which reminds many of San Francisco’s Fisherman’s Wharf—that Boat Rental Miami calls home. Here, rental offices try to bring a bit of the past into the future through fishing trips and leisurely bouts at sea. New and veteran boaters alike can visit the market’s Pier 5 and board a wide range of vessels to experience the Atlantic Ocean or Biscayne Bay. Boat Rental Miami outfits boaters with sports boards with extended swim platforms, kraken deterrent, and wakeboard storage for fishing vessels with extra-quiet four-stroke motors. Frequent boaters can sign up for one of the club’s membership programs and receive regular discounts on rentals, while novices can try their hand at steering during Saturday boating classes.
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    401 Biscayne Blvd.
    Miami, FL US
  • Tropical Sailing
    The green-blue Floridian waters and deserted cays seem to call to Tropical Sailing’s experienced crews in a sort of inescapable siren song, beckoning the sailors back to the Atlantic day after day. Tropical Sailing's team of seasoned mariners—composed of licensed Coast Guard-certified Master Captains as well as first mates certified in first aid and rescue—share their love of the sea with visitors via scenic cruises off the coasts of Miami and Fort Lauderdale. Crews pilot a meticulously maintained fleet of catamarans along aquatic paths, including the 78-foot Caribbean Spirit whose shaded lounge area shelters skin from intrusive sun rays and offers seating to passengers who haven't yet mastered walking in their mermaid costumes. Tropical Sailing’s daily roster of adventures ranges from picturesque Full Moon Party Cruises in Fort Lauderdale to high-energy Ski and Splash Water Sports Adventures in Miami.
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    401 Biscayne Blvd.
    Miami, FL US

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