Top Caribbean Day Trips & Excursions

Q: Which Caribbean Day Trips & Excursions have Instant Confirmation?

Caribbean Day Trips & Excursions with Instant Confirmation include: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Small train tour of a banana farm in Martinique Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Day Trips & Excursions have Hotel Pickup?

No problem. These Caribbean Day Trips & Excursions include Hotel Pickup: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" Punta Cana ATV and Buggy Adventure with Macao Beach & Taino Cave 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 →

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this …More

4.9 (24)

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$800

USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day

Your group will spend the day enjoying the many isles and harbors of the U.S. Virgin Islands on your own private powerboat. MV Aquarius is …More

4.9 (331)

USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day

Your group will spend the day enjoying the many isles and harbors of the U.S. Virgin Islands on your own private powerboat. MV Aquarius is...

4 to 7 hours Free Cancellation

4.9 (331)

from
$846

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and …More

Grand Cayman, Cayman Islands

4.9 (81)

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and...

2 to 6 hours Free Cancellation

4.9 (81)

from
$850

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

Outtaheretours is led by a team of Sailors,Divers, Instructors and Seaman with many years working in Aquatic Tourism. We are positive that nothing short of …More

Fajardo, Puerto Rico

5.0 (11)

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

Outtaheretours is led by a team of Sailors,Divers, Instructors and Seaman with many years working in Aquatic Tourism. We are positive that nothing short of...

3 to 5 hours Free Cancellation

5.0 (11)

from
$850

A party bus is a great option for tourists and locals so they can tour the best places in the area while enjoying the music …More

4.2 (5)

Private Party Bus Tour in Puerto Rico

A party bus is a great option for tourists and locals so they can tour the best places in the area while enjoying the music...

6 hours Free Cancellation

4.2 (5)

from
$850

Charter our tour services for your private event, weddings, birthday or company trip. We customize all trips per your specifications. Our basic package includes a …More

4.5 (6)

Private St Thomas Customized Tour

Charter our tour services for your private event, weddings, birthday or company trip. We customize all trips per your specifications. Our basic package includes a...

5 hours Hotel pickup offered Free Cancellation

4.5 (6)

from
$899

Fajardo 5-Hour Private Boat & Snorkeling Charter with Charcuterie

Spend five hours aboard Manta, a 27-foot Boston Whaler reserved exclusively for your group of up to six guests. A licensed local captain and crew …More

Fajardo, Puerto Rico

5.0 (31)

Fajardo 5-Hour Private Boat & Snorkeling Charter with Charcuterie

Spend five hours aboard Manta, a 27-foot Boston Whaler reserved exclusively for your group of up to six guests. A licensed local captain and crew...

5 hours Free Cancellation

5.0 (31)

from
$900

At YOUR Pace Private Tours V.I.P - Nassau, Bahamas

Enjoy an introduction to Nassau by spending the day with your very own personal tour guide. You can explore the museums and art galleries of …More

5.0 (35)

At YOUR Pace Private Tours V.I.P - Nassau, Bahamas

Enjoy an introduction to Nassau by spending the day with your very own personal tour guide. You can explore the museums and art galleries of...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (35)

from
$900

Because Tourism is that powerful engine that drives our Economy, we ensure that your experience is a fun and learning one as we explore one …More

Cruz Bay, US Virgin Islands

5.0 (8)

Private Tour

Because Tourism is that powerful engine that drives our Economy, we ensure that your experience is a fun and learning one as we explore one...

6 hours Free Cancellation

5.0 (8)

from
$903

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain …More

5.0 (11)

Martinique North Island Private Tour

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain...

6 hours

5.0 (11)

from
$910

This is a private tour only your guests will participate, with a maximum of 7 passengers. Departure Cruise ship Terminal Main city fort de France. …More

5.0 (4)

Martinique South Island Private Tour

This is a private tour only your guests will participate, with a maximum of 7 passengers. Departure Cruise ship Terminal Main city fort de France....

6 hours

5.0 (4)

from
$910

BRYMAR VIP Tour, Bayahibe and Saône Island. Come and sail in style!

Our tour is special, for the following reasons: 1. Personalized experience ️ It is not a generic service; it suits the client, whether it is …More

La Romana, Dominican Republic

5.0 (1)

BRYMAR VIP Tour, Bayahibe and Saône Island. Come and sail in style!

Our tour is special, for the following reasons: 1. Personalized experience ️ It is not a generic service; it suits the client, whether it is...

8 hours Free Cancellation

5.0 (1)

from
$950

Let’s get out of the crowds and enjoy of the attractions of the Dominican Republic by doing it privately. Say goodbye to making big lines …More

Punta Cana, Dominican Republic

4.7 (50)

Private Saona Island Excursion

Let’s get out of the crowds and enjoy of the attractions of the Dominican Republic by doing it privately. Say goodbye to making big lines...

8 to 9 hours Hotel pickup offered Free Cancellation

4.7 (50)

from
$990

Private Tour of El Yunque Rainforest from San Juan

Visit a different area of the El Yunque Rainforest. With the guidance of your private guide you will embark on an estimate 30-minute hike that …More

Isla Verde, Puerto Rico

4.8 (4)

Private Tour of El Yunque Rainforest from San Juan

Visit a different area of the El Yunque Rainforest. With the guidance of your private guide you will embark on an estimate 30-minute hike that...

7 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$990

Have a blast on the water! Take a Hatteras 52 boat ride along the North Coast and have a party of your life, while dancing, …More

Cabarete, Dominican Republic

5.0 (4)

Private Cruise on a Hatteras 52

Have a blast on the water! Take a Hatteras 52 boat ride along the North Coast and have a party of your life, while dancing,...

4 to 5 hours Hotel pickup offered

5.0 (4)

from
$990

Blue Mountain Tour: A Half-Day Escape from Kingston

Embark on a breathtaking journey through Kingston’s Blue Mountains on this half-day tour. Feel the excitement as you drive through the vibrant streets of Kingston, …More

Kingston, Jamaica

Blue Mountain Tour: A Half-Day Escape from Kingston

Embark on a breathtaking journey through Kingston’s Blue Mountains on this half-day tour. Feel the excitement as you drive through the vibrant streets of Kingston,...

5 hours Hotel pickup offered

from
$992

Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim

Explore the Virgin Islands in style aboard MV Poseidon, our beautiful 36 ft. TwinVee Ocean Cat. The TwinVee is known for its speed and stability …More

5.0 (210)

Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim

Explore the Virgin Islands in style aboard MV Poseidon, our beautiful 36 ft. TwinVee Ocean Cat. The TwinVee is known for its speed and stability...

4 to 7 hours Free Cancellation

5.0 (210)

from
$995

Charter our tour services for your private event, weddings, birthday or company trip. We customize all trips per your specifications. Our basic package includes a …More

Cruz Bay, US Virgin Islands

4.6 (9)

Private Customized Tour in St Thomas

Charter our tour services for your private event, weddings, birthday or company trip. We customize all trips per your specifications. Our basic package includes a...

6 hours Hotel pickup offered Free Cancellation

4.6 (9)

from
$999

Private Full Day or Half Day Charter - 37' Midnight Express

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards. …More

Cruz Bay, US Virgin Islands

5.0 (3)

Private Full Day or Half Day Charter - 37' Midnight Express

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards....

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,000

St Thomas Full Day Private Tour (1-10 PPL)

This tour caters to your group only. You get a vehicle just for your group for the whole day. It offers the flexibility of choosing …More

Cruz Bay, US Virgin Islands

4.7 (32)

St Thomas Full Day Private Tour (1-10 PPL)

This tour caters to your group only. You get a vehicle just for your group for the whole day. It offers the flexibility of choosing...

6 hours Hotel pickup offered Free Cancellation

4.7 (32)

from
$1,050

Frequently Asked Questions

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

What are the best options for Caribbean Day Trips & Excursions?

What are the best kid-friendly options for Caribbean Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Day Trips & Excursions are:

View all kid-friendly Tours →

Which Caribbean Day Trips & Excursions have Instant Confirmation?

Which Caribbean Day Trips & Excursions have Free Cancellation?

Caribbean Day Trips & Excursions 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 Day Trips & Excursions have Hotel Pickup?

Got any more Caribbean trip ideas?

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