Set off from Bayside Marketplace for a half-day catamaran cruise across Biscayne Bay to Flagler Monument Island and nearby sandbars. Enjoy complimentary kayaks, paddleboards, a giant floating mat and water trampoline while taking in Miami’s waterfront mansions and bay views.
Set off from Bayside Marketplace for a half-day catamaran cruise across Biscayne Bay to Flagler Monument Island and nearby sandbars. Enjoy complimentary kayaks, paddleboards, a giant floating mat and water trampoline while taking in Miami’s waterfront mansions and bay views.
The catamaran slips out of Bayside Marketplace with the city skyline shrinking behind you and Biscayne Bay opening like a wide, sunlit road. Salt air tugs at hair and towels; the bay’s small islands—Flagler Monument Island among them—stand low and bright against a blue ruled by speedboats and seabirds. Guests spread out on the deck, swap sunglasses, and pick their toys: kayaks, SUPs, a giant sponge-like mat that floats like a lazy island.
Verified experiences and guided adventures in the surrounding area.
Operated by Tropical Sailing · Miami, Florida
The catamaran slips out of Bayside Marketplace with the city skyline shrinking behind you and Biscayne Bay opening like a wide, sunlit road. Salt air tugs at hair and towels; the bay’s small islands—Flagler Monument Island among them—stand low and bright against a blue ruled by speedboats and seabirds. Guests spread out on the deck, swap sunglasses, and pick their toys: kayaks, SUPs, a giant sponge-like mat that floats like a lazy island.
This slice of Miami history sits where Henry Flagler helped stitch rail and resort together, turning a subtropical spit into a playground. Geologically the islands are shallow sandbars and reclaimed shoals; currents and tides rearrange beaches seasonally, which is why captains pick different stops. Culturally, the route crosses neighborhoods of ornate mansions, celebrity haunts, and working marinas—an accessible view of Miami’s waterfront life.
Expect calm to moderate conditions; the crew runs a safety briefing and provides life jackets, but basic mobility and comfort in the water are required to board and exit at sandy motu. Plan for sun: shade on the boat is limited and reflected light off the water is strong. Bring reef-safe sunscreen, a water-resistant bag, and shoes that handle wet sand and slippery boat decks.
Timing matters—mornings and late afternoons are cooler and less crowded; summer brings heat and afternoon winds. Activities are inclusive: paddle quietly near mangrove fringes, launch from the boat for a quick circuit, or simply drift on the floating mat and watch the bay push and pull you. The trip is a concise, active taste of Miami’s coastal life—social, scenic, and small-adventure ready.
The cruise departs from Bayside Marketplace (401 Biscayne Blvd); check in at the boat below Lola Bar between Thriller and the Water Taxi 30 minutes before departure.
Yes—life jackets are provided for all guests, but children under 30 lbs should bring their own approved jacket.
Yes, but participants should be comfortable in shallow water and follow crew instructions; activities can be enjoyed from the boat for those who prefer not to enter the water.
Trips are canceled for unsafe conditions or insufficient passengers; full refunds are issued if canceled 24+ hours prior or by the operator for weather or low bookings.
Tropical Sailing operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The catamaran slips out of Bayside Marketplace with the city skyline shrinking behind you and Biscayne Bay opening like a wide, sunlit road. Salt air tugs at hair and towels; the bay’s small islands—Flagler Monument Island among them—stand low and bright against a blue ruled by speedboats and seabirds. Guests spread out on the deck, swap sunglasses, and pick their toys: kayaks, SUPs, a giant sponge-like mat that floats like a lazy island.
The catamaran slips out of Bayside Marketplace with the city skyline shrinking behind you and Biscayne Bay opening like a wide, sunlit road. Salt air tugs at hair and towels; the bay’s small islands—Flagler Monument Island among them—stand low and bright against a blue ruled by speedboats and seabirds. Guests spread out on the deck, swap sunglasses, and pick their toys: kayaks, SUPs, a giant sponge-like mat that floats like a lazy island.
This slice of Miami history sits where Henry Flagler helped stitch rail and resort together, turning a subtropical spit into a playground. Geologically the islands are shallow sandbars and reclaimed shoals; currents and tides rearrange beaches seasonally, which is why captains pick different stops. Culturally, the route crosses neighborhoods of ornate mansions, celebrity haunts, and working marinas—an accessible view of Miami’s waterfront life.
Expect calm to moderate conditions; the crew runs a safety briefing and provides life jackets, but basic mobility and comfort in the water are required to board and exit at sandy motu. Plan for sun: shade on the boat is limited and reflected light off the water is strong. Bring reef-safe sunscreen, a water-resistant bag, and shoes that handle wet sand and slippery boat decks.
Timing matters—mornings and late afternoons are cooler and less crowded; summer brings heat and afternoon winds. Activities are inclusive: paddle quietly near mangrove fringes, launch from the boat for a quick circuit, or simply drift on the floating mat and watch the bay push and pull you. The trip is a concise, active taste of Miami’s coastal life—social, scenic, and small-adventure ready.