Top Caribbean Self-guided Tours & Rentals

Q: What are the best options for Caribbean Self-guided Tours & Rentals?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Self-guided Tours & Rentals are: Private Augmented Reality Treasure Hunt in St Thomas Harley-Davidson RENTALS ONLY 8 hrs Grand Cayman Kitesurf Gear Rental Children's Treasure Hunt Walking Tour Harley-Davidson RENTALS ONLY 4 hrs

Q: What are the best kid-friendly options for Caribbean Self-guided Tours & Rentals Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Self-guided Tours & Rentals are: 2 Hour Bike Rental Colonial Zone / Santo Domingo Rental Kayaking or Stand-up Paddle 2H Children's Treasure Hunt Walking Tour Bicycles rental in Old San Juan Clear Kayak Rental Grand Turk Island View all kid-friendly Tours →

Q: Which Caribbean Self-guided Tours & Rentals have Instant Confirmation?

Caribbean Self-guided Tours & Rentals with Instant Confirmation include: Fort-de-France: Caribbean City Puzzle Adventure 2 Hour Bike Rental Colonial Zone / Santo Domingo JET SKI, Skim Board,& Wave Board Rentals Cabarete, Sosua Harbour Lights - Beach Chair & Shared Umbrella Rental Kayaking or Stand-up Paddle 2H View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Self-guided Tours & Rentals have Hotel Pickup?

No problem. These Caribbean Self-guided Tours & Rentals include Hotel Pickup: 4WD Excursion to the Water Cave and Macao Beach Honda Mastering the Aquatic Cave and Macao Cars for Rent in Punta Cana 1 Hour Private Kayak Rental In Grand Turk Puerto Plata Cabarete Inflatable Paddle Board/ Kayak Rental View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Stand Up Paddleboard Rental in St Thomas

Explore the beauty of St Thomas on a SUP (Stand Up Paddleboard). SUPs can be rented by the day or by the week, so you …More

4.6 (5)

Stand Up Paddleboard Rental in St Thomas

Explore the beauty of St Thomas on a SUP (Stand Up Paddleboard). SUPs can be rented by the day or by the week, so you...

7 days Free Cancellation

4.6 (5)

from
$69

Aruba Hobie Cat Sailboat Rental with Captain Option

Take the helm or sit back and enjoy the sail. It’s your Aruba adventure, your way. Aruba’s steady north-easterly trade winds create a fantastic setting …More

4.6 (33)

Aruba Hobie Cat Sailboat Rental with Captain Option

Take the helm or sit back and enjoy the sail. It’s your Aruba adventure, your way. Aruba’s steady north-easterly trade winds create a fantastic setting...

1 hour Free Cancellation

4.6 (33)

from
$70

Small Group Guided eScooter Tour of Kingstown City

Embark on an extraordinary adventure with our electric scooter tour guides, who are eager to show you the enchanting streets of Kingstown in a way …More

Kingstown, St Vincent and the Grenadines

5.0 (4)

Small Group Guided eScooter Tour of Kingstown City

Embark on an extraordinary adventure with our electric scooter tour guides, who are eager to show you the enchanting streets of Kingstown in a way...

2 hours Free Cancellation

5.0 (4)

from
$75

Dutchie's Electric Bicycle Rental's in Philipsburg Sint Maarten

Even if its been awhile since you rode a bike, you never forget how. Our bicycles have big comfy seats, raised handle bars so you …More

Philipsburg, St Maarten

4.2 (41)

Dutchie's Electric Bicycle Rental's in Philipsburg Sint Maarten

Even if its been awhile since you rode a bike, you never forget how. Our bicycles have big comfy seats, raised handle bars so you...

4 hours Hotel pickup offered Free Cancellation

4.2 (41)

from
$78

** New Product ** Moke My Day Adventure Tour

Stylish open-air Moke discover Curaçao on a private tour. • Enjoy the freedom to explore at your own pace • Visit top landmarks like Willemstad, …More

Willemstad, Curacao

3.9 (16)

New Product Moke My Day Adventure Tour

Stylish open-air Moke discover Curaçao on a private tour. • Enjoy the freedom to explore at your own pace • Visit top landmarks like Willemstad,...

2 to 3 hours Hotel pickup offered Free Cancellation

3.9 (16)

from
$78

Pinel Island Adventure Tandem Kayak Experience

Kayaking to Pinel Island is a remarkable experience. It offers easy accessibility, allowing you to enjoy the stunning beauty of the Caribbean waters and coastline. …More

4.9 (513)

Pinel Island Adventure Tandem Kayak Experience

Kayaking to Pinel Island is a remarkable experience. It offers easy accessibility, allowing you to enjoy the stunning beauty of the Caribbean waters and coastline....

3 to 7 hours Free Cancellation

4.9 (513)

from
$79

Nassau Self Guided ATV Scooter and Buggy Rentals

Explore Nassau and Paradise Island on a self-guided adventure through Bahamian culture, history, and local flavors. Visit iconic landmarks like the Queen’s Staircase and Fort …More

Nassau, Bahamas

4.6 (28)

Nassau Self Guided ATV Scooter and Buggy Rentals

Explore Nassau and Paradise Island on a self-guided adventure through Bahamian culture, history, and local flavors. Visit iconic landmarks like the Queen’s Staircase and Fort...

1 to 8 hours Hotel pickup offered Free Cancellation

4.6 (28)

from
$80

Come enjoy a unique and relaxing experience on the beautiful beaches here on paradise island. Crystal Kayaks are an experience like none other that allows …More

4.4 (25)

Crystal Kayak

Come enjoy a unique and relaxing experience on the beautiful beaches here on paradise island. Crystal Kayaks are an experience like none other that allows...

1 hour Free Cancellation

4.4 (25)

from
$80

Located in the heart of Philipsburg, Great Bay Beach you will find the BEST Jet Ski Rental in Sint Maarten! Explore Great Bay , Philipsburg …More

4.9 (113)

Jetski Rentals in Great Bay

Located in the heart of Philipsburg, Great Bay Beach you will find the BEST Jet Ski Rental in Sint Maarten! Explore Great Bay , Philipsburg...

1 to 2 hours Free Cancellation

4.9 (113)

from
$80

Jet skiing is fun for the entire family ! No license needed After a briefing, pilot your own watercraft for 1 hr with giant Great …More

4.9 (29)

Jet Ski Rentals in Great Bay

Jet skiing is fun for the entire family ! No license needed After a briefing, pilot your own watercraft for 1 hr with giant Great...

1 hour Free Cancellation

4.9 (29)

from
$80

Hydroventure Luquillo Freestyle Run 30 Minutes jetski

**Experience the ultimate thrill with our jet ski rentals in a tropical water paradise!** **Ready to ride the waves and feel the adrenaline rush?** Our …More

Luquillo, Puerto Rico

3.9 (22)

Hydroventure Luquillo Freestyle Run 30 Minutes jetski

**Experience the ultimate thrill with our jet ski rentals in a tropical water paradise!** **Ready to ride the waves and feel the adrenaline rush?** Our...

30 minutes

3.9 (22)

from
$80

E-Bike Rental from Cruise Ship Terminal (Class 1 E-Bikes)

Some say the best way to really get to know a new area is on the seat of a bike, and we couldn’t agree more. …More

4.5 (17)

E-Bike Rental from Cruise Ship Terminal (Class 1 E-Bikes)

Some say the best way to really get to know a new area is on the seat of a bike, and we couldn’t agree more....

1 to 8 hours Free Cancellation

4.5 (17)

from
$83

Great Bay Jet Ski Rental and Beach Chairs

Renting a jet ski with Open Air Adventures is more than just a ride—it’s a fun and exciting way to experience the beautiful waters of …More

4.9 (57)

Great Bay Jet Ski Rental and Beach Chairs

Renting a jet ski with Open Air Adventures is more than just a ride—it’s a fun and exciting way to experience the beautiful waters of...

30 to 60 minutes Free Cancellation

4.9 (57)

from
$83

This golf cart is best and safest in Grand Turk. Tour guide is very pleasant Watkins golf cart Rentals offers high-quality, exceptional transportation experience on …More

3.5 (4)

Couple 2seater in Grand Turk

This golf cart is best and safest in Grand Turk. Tour guide is very pleasant Watkins golf cart Rentals offers high-quality, exceptional transportation experience on...

1 day Free Cancellation

3.5 (4)

from
$90

1 ATV Rental Single Rider or Double Free Ride or Tour (1 ATV)

We will await for you at the Cruise Port Main Gate, shuttle you to company, explain you the island map, quick run down on the …More

4.8 (41)

1 ATV Rental Single Rider or Double Free Ride or Tour (1 ATV)

We will await for you at the Cruise Port Main Gate, shuttle you to company, explain you the island map, quick run down on the...

3 to 6 hours Free Cancellation

4.8 (41)

from
$99

Golf Cart Rental in Grand Turk (4-seater)

Golf carts are a significant form of transportation in Tropical Paradises. Compared to a car, they are lighter, cheaper, environmentally friendlier, safer and slower, allowing …More

4.0 (200)

Golf Cart Rental in Grand Turk (4-seater)

Golf carts are a significant form of transportation in Tropical Paradises. Compared to a car, they are lighter, cheaper, environmentally friendlier, safer and slower, allowing...

1 to 24 hours Free Cancellation

4.0 (200)

from
$100

Our experience is unique because we not only offer guided tours but also fast full of adrenaline experiences while also providing safety. Experience includes rivers, …More

4.8 (8)

ATV Rental in Jarabacoa

Our experience is unique because we not only offer guided tours but also fast full of adrenaline experiences while also providing safety. Experience includes rivers,...

2 to 3 hours Free Cancellation

4.8 (8)

from
$100

ATV Rental (1 ATV Drop-Off, Pick-up around New Providence )

Virgo brings a very unique experience for our trusted customers. Top notch products which will enable each participant to explore the beautiful island of New …More

4.8 (30)

ATV Rental (1 ATV Drop-Off, Pick-up around New Providence )

Virgo brings a very unique experience for our trusted customers. Top notch products which will enable each participant to explore the beautiful island of New...

1 to 24 hours Hotel pickup offered Free Cancellation

4.8 (30)

from
$100

Over 25years experience in Watersports activities, all equipment owned and fully insured taxed and serviced by owner …More

4.7 (21)

Edmo Watersports Barbados

Over 25years experience in Watersports activities, all equipment owned and fully insured taxed and serviced by owner...

15 to 60 minutes Free Cancellation

4.7 (21)

from
$100

Looking for a fun and easy way to explore Grand Turk while enjoying the sea breeze and beautiful open-air views? DriveGDT Golf Cart Rentals offers …More

4.6 (960)

Drive GDT - Golf Cart Rentals

Looking for a fun and easy way to explore Grand Turk while enjoying the sea breeze and beautiful open-air views? DriveGDT Golf Cart Rentals offers...

1 day Free Cancellation

4.6 (960)

from
$100

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Self-guided Tours & Rentals?

What are the best kid-friendly options for Caribbean Self-guided Tours & Rentals Tours?

Which Caribbean Self-guided Tours & Rentals have Instant Confirmation?

Which Caribbean Self-guided Tours & Rentals have Free Cancellation?

Caribbean Self-guided Tours & Rentals with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Self-guided Tours & Rentals have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?