Fort Myers Luxury Boat Rentals: Private yachts, catamarans & powerboats

The 29' Sea Ray 270 SDX is presented as a polished, high-power option for groups who want performance and creature comforts. Systems listed include a 350 HP Mercury Verado outboard, Raymarine marine GPS, a radio/stereo with Bluetooth across six marine speakers, and a bimini top shading a large sun lounge. The layout also lists freshwater showers (bow and stern), an integrated cooler, swim ladders and a head with sink and toilet — features that turn a day cruise into an extended outing rather than a short hop between sandbars.

Operator notes emphasize delivery and briefing: deliveries are scheduled by appointment for SE/SW Cape Coral with an approximate 10:00 a.m. first-day delivery and 4:30 p.m. last-day pickup; renters must arrange alternative times after booking. The rental policy calls for a three-day minimum, a refundable security deposit of US $2,000, a $275 refundable delivery/cleanup fee, and additional charges such as a 6.5% Florida tax and US $35 Sea Tow per starting week. A required onboard briefing covers boat features, local rules and a trial run, and the operator provides commercial insurance and Sea Tow membership.

The Sea Ray 270 SDX II mirrors the family-friendly layout of its sibling but with a 300 HP Mercury Verado outboard. The listing highlights a Raymarine GPS, Bluetooth stereo with four marine speakers, a generous sun lounge, freshwater shower fore and aft, and a head with sink and toilet — all practical touches for a full day on Florida waters. Capacity is listed as up to 10–12 people, making it a strong choice for social outings, sunset cruises and excursions to nearby barrier islands.

Booking and rental terms reflect the operator's delivery model: three-day minimum rentals, appointment-only delivery to SE/SW Cape Coral, and a mandatory briefing required by Florida law. Financial terms include a refundable US $2,000 deposit, delivery/pick-up and final cleaning fee, and applicable local taxes and Sea Tow membership fees. Cancellation terms require a 25% down payment, with tiered refunds depending on the timing of cancellations relative to the rental date.

Wind & Wander presents a catamaran option from Fort Myers that reads as the ideal platform for stable, social cruising. A catamaran’s wide stance and deck space make it natural for groups wanting room to spread out, watch dolphins or sit shaded while moving between spots along the coast. The operator listing and booking page should be consulted for capacity, specific onboard systems and any minimum rental or charter terms.

As with powerboat options in the area, expect a pre-departure briefing and clear operator policies on deposits, delivery and cancellations: many local operators require ID and evidence of boating competence where applicable, charge a refundable security deposit, and list fees for delivery, Sea Tow membership and cleaning. Confirm the listing details on the operator’s FareHarbor page for availability and exact charter specifications before booking.

The 27' Regal 26 OBX II emphasizes range and creature comforts. Specifications list a 300 HP Yamaha outboard, Garmin marine GPS, Bluetooth stereo across six speakers, a bimini top, freshwater shower at the stern, and an electric head. A large fuel tank (103 gal) is noted in the specification block, supporting longer coastal runs without constant refueling, which is useful if your plan includes island hopping or extended stays at favored sandbars.

Delivery and return follow the operator’s standard model: appointment-only delivery to SE/SW Cape Coral, an operator briefing upon delivery as required by Florida law, and a three-day minimum rental. Financial and administrative details include a refundable deposit of US $2,000, a delivery/cleaning fee and applicable Florida taxes, plus Sea Tow membership fees. The listing encourages contact after booking to arrange delivery and pickup times that match your schedule.

The Four Winns HD 270 RS presents a comfortable deck layout with a 300 HP Yamaha outboard and Simrad marine GPS. Onboard amenities include a mountable cockpit table, integrated cooler, freshwater showers fore and aft, a head with sink and toilet, and six marine speakers for audio. Its specifications indicate practical tanks and a design suited for social groups who want to combine cruising with swimming and island stops.

Rentals follow the operator’s standard terms: a three-day minimum, appointment delivery and pickup to SE/SW Cape Coral, a required operator briefing, and fees including a refundable US $2,000 security deposit, a delivery/cleaning fee and applicable taxes. The operator’s cancellation policy requires a 25% down payment on booking with tiered refunds depending on notice, and customers are offered rebooking or gift card options in certain unavoidable circumstances such as hurricanes or damage that prevents operation.

The 27' Regal 26 OBX I mirrors the OBX II in layout and capability: 300 HP Yamaha power, Garmin marine GPS, a Bluetooth radio with six marine speakers, bimini top, freshwater shower and a head with sink and electric toilet. The specification block lists a 103-gallon fuel tank and a 25-gallon water tank, underlining the boat’s capacity for longer days offshore or extended island stops without immediate resupply.

Booking logistics follow the operator’s standard model: three-day minimum, appointment-based delivery to SE/SW Cape Coral, mandatory briefing and clear financial terms including a refundable US $2,000 security deposit, delivery/pick-up and cleaning fees, and applicable Florida tax and Sea Tow membership charges. The operator’s cancellation policy includes a 25% down payment and tiered refunds by notice period, with rebooking or gift card remedies in some unavoidable circumstances.