Island Hopping in Homestead
38 boats available
The best out of 38 deals in Homestead - enter dates to check availability
Top Island Hopping in Homestead
Homestead: 38 boats available
Sunshine Watersports Boat Charter
5.0
/5
(3 reviews)
Key Largo • 25 ft • 6 persons
4 Hour – Sandbar Tour
4 hour trip • starts at 11:00 AM
Set off on an unforgettable adventure with Sunshine Watersports Boat Charter, a sleek and spacious 2021 Cobalt 25 SC Dual Console based out of Key Largo. "Great trip to the Islamorada sand bar with an experienced Captain..." — Javier, 4 Hour – Sandbar Tour
Instant confirmation
2 adults • 0 children
US $591
US $591
Capt. Lew Luxury 32’ WorldCat multi activity
5.0
/5
(32 reviews)
Key Largo • 32 ft • 6 persons
4 Hour Cruise (AM)
4 hour trip • starts at 10:00 AM
Enjoy a private personalized adventure with Captain Lew on our 32 foot WorldCat catamaran in Key Largo.
"We reserved a 4 hour charter with Captain Lew, he was very attentive to our questions and concerns." — Beth, 4 Hour Cruise (AM)
Instant confirmation
2 adults • 0 children
US $890
US $890
Hijack Charters
5.0
/5
(2 reviews)
Key Biscayne • 22 ft • 6 persons
Set Sail with Hijack Charters!
Embark on an exciting adventure aboard the Bob Hewes Pathfinder Bay boat, based out of the beautiful Key Biscayne. "The boat was perfect for our party of five. The captain was very friendly and very attentive to our needs." — Nayeli,
Instant confirmation
trips fromUS $300
Islamorada Private Charters
5.0
/5
(26 reviews)
Islamorada • 26 ft • 6 persons
2 Hour Private Charter (Afternoon)
2 hour trip • starts at 01:30 PM
Islamorada Private Charters – Luxury Catamaran Experience
Set sail aboard the stunning Islamorada Private Charters, a custom-built 2019 catamaran offering an unforgettable adventure in the heart of the Florida Keys. "We booked our charter and as the day got closer we saw that it was supposed to be super windy." — Heather, 2 Hour Private Charter (Afternoon)
Instant confirmation
2 adults • 0 children
US $395
US $395
Make it a Great Celebration! (RESTROOM)
4.8
/5
(2 reviews)
Miami • 34 ft • 12 persons
4 Hr – Miami Life (8 AM)
4 hour trip • starts at 08:00 AM
Day or Night Celebration! On a Sea Ray Yacht, Experience the best views of Miami on your own private boat and Pro-Captain. 4 Hr – Miami Life (8 AM)
Instant confirmation
2 adults • 0 children
US $499
US $499
Custom Charters
5.0
/5
(4 reviews)
•
18 external reviews
Islamorada • 26 ft • 6 persons
6 Hour – Custom Boat Adventure
6 hour trip • starts at 08:00 AM
Custom Charters invites you to explore the stunning waters of Islamorada aboard a sleek 2017 Sea Fox 266 Center Console. "We booked a two hour sandbar trip with Captain Jim for our family of five with three kids under 12." — Susan, 6 Hour – Custom Boat Adventure
Instant confirmation
2 adults • 0 children
US $650
US $650
Living Aloha Excursions
Key Largo • 28 ft • 6 persons
1 Hour Excursion
1 hour trip • starts at 10:00 AM
Come experience the very BEST of Key Largo with Living Aloha Excursions. 1 Hour Excursion
Instant confirmation
2 adults • 0 children
US $375
US $375
Scale House Charters
5.0
/5
(1 review)
Key Biscayne • 25 ft • 6 persons
Monument Island Escape
3 hour trip • starts at 07:00 AM
Welcome to Scale House Charters – where Miami vibes meet the open water.
"From the moment we stepped on board, Captain Branden made us feel like family." — BoatBooker Member, Monument Island Escape
Instant confirmation
2 adults • 0 children
US $549
US $549
Island Glow Charters
4.7
/5
(1 review)
•
30 external reviews
Key Largo • 26 ft • 6 persons
4 Hour – Custom Cruise In The Keys
4 hour trip • starts at 08:00 AM
Experience the ultimate Key Largo adventure aboard the Island Glow, a 1998 Aquasport 225 Explorer Walkaround. "Captain Luke was a great guide and offered a wonderful trip based on what we were looking for." — Julie, 4 Hour – Custom Cruise In The Keys
Instant confirmation
2 adults • 0 children
US $649
US $649
Southern Tauk Charters
5.0
/5
(16 external reviews)
Tavernier • 23 ft • 6 persons
Southern Tauk Charters is a 2023 Sea Hunt Center console based out of Tavernier. "“What an incredible day on the water with Captain Mike! It was clear from the start that Mike knew all the lively and serene spots to hang out, have fun, and relax ." — BoatBooker Member,
Instant confirmation
trips fromUS $450
Seas 2 Trees Outdoors, LLC
4.9
/5
(49 external reviews)
Islamorada • 36 ft • 6 persons
3 Hour – Reef Snorkel Adventure
3 hour trip • starts at 08:30 AM
Experience the best of Islamorada with Seas 2 Trees Outdoors, LLC aboard a sleek 2020 Yellowfin Yachts 36 Offshore Center Console. 3 Hour – Reef Snorkel Adventure
Instant confirmation
2 adults • 0 children
US $900
US $900
License to Chill Yacht Charters
5.0
/5
(5 reviews)
Key Largo • 55 ft • 6 persons
3 Hour – Day Charter
3 hour trip • starts at 10:00 AM
License to Chill Yacht Charters invites you to experience the magic of life on the water aboard a beautifully maintained 55’ Californian Cockpit Motor Yacht, based in stunning Key Largo. "We book a boat trip that included three generations of our family as passengers." — Will, 3 Hour – Day Charter
Instant confirmation
2 adults • 0 children
US $900
US $900
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