Name: Rum Runner Downtown & Island Tour
Brand: TripShock
SKU: 4553
Price: 815 USD
Availability: InStock

Boat Tours

Private Charters

Enjoy this Rum Runner Downtown &amp; Island Tour and get out on the water for some fun in the sun. Cruise the gorgeous water on the best value bar boat in Key West and give a cheer for every gorgeous sight you see. Perfect for you and up to 15 of your crew to kick back and chill or snorkel and swim at the stop at Wisteria Beach. See Sunset Key, Wisteria Island, a 100-year-old shipwreck, and more. You can BYOB and/or sample rum on board. So, don't miss the boat! Book this experience today!

Rum Runner Downtown &amp; Island Tour

How to Redeem: Print this ticket or show the confirmation details from a mobile device to join the tour. Please have a valid ID to confirm the order if needed. 
Parking: Free parking is available on-site. 
Departure Details: Cruise departs from 0 Simonton Street Key West, Florida 33040. Please arrive at least 30 minutes before departure to check in. You can check in directly with the boat captain on the dock or at the white booth on the beach in front of the bar. The bar can help you with food and drinks. Remember if you order from the bar it could take time to cook and still needs to be ready before departure time. The boat departs on time. Please contact your provider, Lagerheads Watersports, at 305-414-1010 with any issues or questions. 
Gratuities: Although not required, it is always appreciated and encouraged to tip.

Lagerheads Beach Bar & Watersports

0 Reviews of Rum Runner Downtown & Island Tour - TripShock!

Rum Runner Downtown & Island Tour

Customer must cancel 48 hours prior to the arrival date in order to receive a full refund. Cancellations received less than 48 hours prior to the arrival date will not be eligible for a refund. No shows will not be refunded.

Cancel or Reschedule 48 hours prior to arrival for FREE

Enjoy this Rum Runner Downtown & Island Tour and get out on the water for some fun in the sun. Cruise the gorgeous water...

Lagerheads Watersports

Key West

Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset Sail. Enjoy superbly crafted tapas like tuna poke and shrimp cocktail along with champagne, select premium wines including LaCrema, beer, and sangria as you journey to view majestic dolphins, landmark sights and the world famous Key West sunset. Get an authentic sailing experience as the captain and crew raise the sails on your luxurious catamaran and set out to find dolphins playing and frolicking in the surf and often near the boat! Book yours today!

Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset...

We loved the dolphin sunset cruise! We were in the right spot and saw about 20 dolphins. It’s August so it was very hot when the cruise started. An hour in it was much more comfortable!

So many dolphins!

It was super fun. The sangria was fabulous, the staff was very nice. We saw a family of dolphins. The sunset was out of this world. I totally recommend it. It was definitely worth the money.

Excellent

The experience was wonderful! Saw so many dolfins! Food and drinks were good. And the sunset was amazing!!! Crew was great.  Friendly and ready with drinks. And the music was really good too. Would highly recommend!!!

Couldn't have gone better!

Sebago Key West

This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their natural habitat, snorkel at a tropical reef, and last but not least witness the famous Key West sunset! This action-packed, three-for-one adventure is sure to yield magic and memories to last a lifetime. Book now!

Triple Combo Snorkeling, Dolphin, and Sunset Cruise

This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their...

Great crew!

So worth the money! Paige and Ellen are super helpful and kind and play good music. Good drinks, environment, and staff. Captain Owen stopped so we can look at the dolphins and admire the ocean, also a very smooth ride. Would definitely do it again

Amazing trip

We had a wonderful time & treated special by the workers.

Sunset cruise combo

Sunset Watersports

Enjoy the ultimate combination of adventure, rest, and relaxation on this Half Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour. Cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove isles and keep your eyes open wide as you never know which of the over 500 marine species of wildlife you will encounter. Your expert guides will take you to the best spots! After the kayak tour, have lunch on the way to a local secluded sandbar and then when you're all done on the kayak tour, the bar is open!! You will have unlimited access of soft drinks, draft beer, and wine selections. Grab a beverage and explore the secluded sandbar. Each trip will have a master captain and two additional crew members catering to your every need. Leave your stress behind and book this amazing sandbar adventure today!

Half-Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Enjoy the ultimate combination of adventure, rest, and relaxation on this Half Day Key West Ultimate Sandbar Adventure...

Captain Chuck made the trip better than we could have imagined, and even offered to allow our 4 year old son to sit in the captain chair and drive the boat. The two sweet ladies, I believe Brinn, and Sara are their names, were more than accommodating, ensuring our needs were met at all times. Sara even stooped down to be on the same level as my 4y/o son, then shook his hand, introduced herself to him, and offered him an array of appropriate drink choices. The kindness of the staff was clearly nothing but genuine. Truly the best trip!! We will absolutely do this again!!

Florida eco tour kayaking and sandbar trip

Be on the lookout for Key West’s magnificent dolphins while cruising the crystal clear backcountry waters of the Gulf of Mexico. On this family-friendly outing filled with amenities, observe dolphins and other Key West wildlife mingling in their natural habitat among deserted tropical islands. Don't forget to dive in and snorkel Key West's warm, gentle water to see all the ocean has to offer with a Seabreeze Dolphin & Snorkel Tour. Book today!

Seabreeze Dolphin & Snorkel Tour

Be on the lookout for Key West’s magnificent dolphins while cruising the crystal clear backcountry waters of the Gulf...

I had a great ride. Excellent experience. Great crew all around.

Keys adventure

Very sweet crew Paula and Zach were awesome. We didn’t get very much information about the island and dolphins/fish we were seeing but we did have a great time! They were wonderful!

Fun and laid back

This was our first visit to the Key West and our first snorkeling trip. Capt. Tony was an excellent guide to point out all the dolphins and we were able to see a Loggerhead Turtle 

Thomas Family

Barefoot Billy's

If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones, then this is the perfect cruise for you. This Key West Sunset Dinner Cruise allows you to have it all. Experience a delectable dinner and drinks out at sea with a friendly crew and dine on tropical-inspired featured dishes like Roast Pork with heavenly Cuban Bread followed by fried plantains. Your meal is prepared fresh on board and your catamaran features a fully stocked bar and comfortable seating in a climate-controlled cabin. So, get out on the water and dine, drink, and dance away the day on this classic Key West Sunset Dinner Cruise. Reserve your spot today!

Key West Sunset Dinner Cruise

If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones,...

Good fun crew
Great captain
Food selection hood

Smooth cruisen

Great property, great staff, overall awesome experience. Appreciate the great hospitality on my first trip to Key West.

Super Dope!!!

It was a wonderful time and the staff was great and very welcoming

Great

Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted sunset fade into dark as the stars give an encore unlike any other. Stretch out and enjoy a pampering of complimentary drinks with family or a special someone. Come feel the ocean breeze blow through your hair and dance across your skin as the sun sets over Key West, book your Champagne Sunset Sail today!

Champagne Sunset Catamaran Cruise

Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted...

We loved this relaxing experience. Bring sunglasses for before the sun sets. Fantastic staff.

Beautiful!

No issues, super easy and crew easy going and professional, very safe

Excellent cruise

The sunset cruise was amazing! The boat was clean and crew was awesome. There were other boats and the captain did great job of keeping us where we could see the sunset and get pictures. The crew were friendly and helpful. It was a relaxing trip with an amazing view!

Sunset cruise

Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom Boat Reef & Eco Tour. Enjoy traveling the tropical and sun-kissed waters of the Florida Keys on a sleek and comfortable catamaran as you scope stunning seascapes through a glass bottom. Take an underwater adventure in North America’s only living coral reef without even getting wet. See the home to elkhorn, brain coral, and hundreds of diverse fish species. Come along on a fun and informative tour of the Florida Keys on Key West's only window to the sea! Book now!

Glass Bottom Boat Reef & Eco Tour

Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom...

Reef Tour

Amazing experience . The guide was very knowledgeable about the marine life and reefs . Had a good view of the under water marine life including fish and turtles

My husband & I went on the Glass Bottom Tour in Key West & it was so wonderful to learn about the Coral Reef which is quite large & important to the Ecosystem m! Our guide, Keith explained that the coral reef was a living organism & not a plant. He told us about the different types of coral which was very interesting @ informative. Great tour & I recommend it!

Very informative tour

Fury Water Adventures

Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local landmarks and sail past Sunset Key and historic Fort Zachary Taylor as you dine on a tasty selection of varied hors d'oeuvres. Watch the sunset with your favorite drink in your hand and your loved ones by your side. Enjoy live music from local musicians! These are moments you’ll savor long after you leave town! Don't miss the boat. Book your spot today!

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local...

Well organized, on time, fun cruise! The crew, the boat, and the music were terrific. We thoroughly enjoyed it!

Great sunset cruise

Sunset sail

Nice sail out of harbor, staff very nice and helpful.  More variety on premium beers would be nice.  Toilet wouldn't flush and smelled aweful!

Nice evening

Begin the day in the lap of luxury on an expansive 69’ sailing catamaran with Sebago Watersports. First, you’ll sail seven miles off Key West’s majestic coast to the shallow Caribbean water of the Florida Keys Reef. Imagine yourself swimming in warm tropical waters with swarms of vibrant colorful fish all around you. Set off on an adventure and book your Morning Reef Snorkel with Sebago Watersports today.

Morning Reef Snorkel and Sail in Key West

Begin the day in the lap of luxury on an expansive 69’ sailing catamaran with Sebago Watersports. First, you’ll sail...

My husband and I really enjoyed this little snorkeling jaunt! It was so fun and relaxing!

Even Old People Like Us Enjoyed It!

Captain Brett and his crew were great - is was a fun trip.

Great Trip

The crew was fantastic.it was our first time snorkeling with an ocean swell and none if us felt comfortable. It was murky the day we went as well.

Snorkeling

Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie Cat is Key West's newest snorkeling catamaran, which allows you to get to the reef with speed, comfort, and some serious style. Join the captain and crew, round up your group, and hit the waves for an unforgettable Key West experience packed with fun, sun, and tasty spirits. This all-inclusive trip boasts an open well bar including unlimited mimosas (mango, strawberry & orange) & a variety of soft drinks! Book your spot today!

Dip and Sip Afternoon Snorkel with Open Bar

Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie...

We saw many beautiful, colorful fish at a coral reef near Key West. The boat captain and crew were friendly, professional, and safety-focused. My original trip was rained out, but they rebooked me for the next day, no problem. This is a large group experience — probably 100 guests on my trip — but it’s a large boat, everyone was very nice, and I now have a lovely memory of reef snorkeling.

Friendly, Professional and Fun

Great trip, crew was super nice and ready to answer any question you may have,. Drinks were 

Wonderful experience. The crew was very friendly and knowledgeable. Beautiful boat ride. Fun snorkeling experience! Would do again.

Great experience

Don't miss your chance to “Do it All” with a day-long Watersport Adventure Package in Key West. This all-inclusive experience gives you full access to a variety of awesome activities like kayaks, paddleboards, snorkeling, jet skis, floatables, water trampolines, and banana boat rides. Choose your activities and have your day your way with this Do It All Water Sports Adventure Package. Book today!

Do It All Water Sports Adventure Package

Don't miss your chance to “Do it All” with a day-long Watersport Adventure Package in Key West. This all-inclusive...

Great crew! Great time! Really outstanding!

Best time ever

Was a truly great experience. We had roughly 70-90 people on our party boat. The crew was amazing at making sure not only everyone was having a great time but safe as well. We were in two rainstorms they did a great job of getting us out and back in the water and continuing our tour with exceeding expectations. Highly recommend anyone, couple, or family to attend this great experience. Also parasailing was amazing and the photos they capture are 100% worth purchasing. Even a six year old little man wanted to go again the moment his feet touched the boat. Thank you all for the amazing time.

Also loved knowing this company is family owned !

Highly recommended!

My son and I had an great time. There is plenty to do throughout the day. Don't forget your sunsun. I would definitely do this again.

Awesome Deal

Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West, Florida. Experience some of Key West’s best musicians as you dance to the backdrop of a gorgeous, tropical sunset. Eat, drink, and be merry aboard a spacious and comfortable catamaran and take in all of the stunning sights and sounds. For an evening you'll want to last forever, set sail on this Live Music Sunset Cruise! Book today!

Live Music Sunset Cruise with Cocktails Included

Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West,...

My daughters and I had a really good time! Mathew and his crew were excellent! Thank you!

Sunset cruise 8/4/23

Both my wife and I had an amazing experience with your crew and cruise, food , and drinks were amazing!!!     Music was great , will definitely be seeing you again!!!

Cruise with cocktails

We had a fantastic time. The crew was great , thoroughly enjoyed the band. Would definitely recommend this cruise  to friends.

Rum Runner Downtown & Island Tour

Rum Runner Downtown & Island Tour

Buy a gift card, choose a date later