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 Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero …More

Fajardo, Puerto Rico

5.0 (29)

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero...

6 hours Free Cancellation

5.0 (29)

from
$1,690

Private Full Day Charter to the British Virgin Islands from USVI

Explore the British Virgin Islands aboard a power catamaran built for comfortable full-day adventures around the islands. Whether you're looking for world-class snorkeling, legendary beach …More

5.0 (46)

Private Full Day Charter to the British Virgin Islands from USVI

Explore the British Virgin Islands aboard a power catamaran built for comfortable full-day adventures around the islands. Whether you're looking for world-class snorkeling, legendary beach...

8 hours Free Cancellation

5.0 (46)

from
$1,695

Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your …More

5.0 (85)

Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your...

6 hours

5.0 (85)

from
$1,695

Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With …More

5.0 (58)

Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With...

8 hours Free Cancellation

5.0 (58)

from
$1,700

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy …More

Bleu's Full Day 8 Hours Tour

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy...

8 hours Free Cancellation

from
$1,700

Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat …More

5.0 (49)

Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat...

8 hours Free Cancellation

5.0 (49)

from
$1,750

We offer our guests personalized itinerary. Our boat is your boat. You can freestyle on the water or stick to a strict schedule. Either way …More

5.0 (38)

Honor Roll Private Bahamas Boat Charter

We offer our guests personalized itinerary. Our boat is your boat. You can freestyle on the water or stick to a strict schedule. Either way...

4 to 8 hours Free Cancellation

5.0 (38)

from
$1,750

Private Charter Tour on Noali Axopar 37 Around St. Martin

You will be aboard a brand new Axopar 37 sun top model 2023. The unique setting with 2 sun beds, 7 rotating seating around the …More

5.0 (3)

Private Charter Tour on Noali Axopar 37 Around St. Martin

You will be aboard a brand new Axopar 37 sun top model 2023. The unique setting with 2 sun beds, 7 rotating seating around the...

7 hours 30 minutes Free Cancellation

5.0 (3)

from
$1,750

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small …More

5.0 (5)

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small...

6 hours Free Cancellation

5.0 (5)

from
$1,760

Private Catamaran to Catalina Island With Lunch & Snorkeling

Unspoiled and uninhabited Catalina Island is the star of this tour. You’ll have a few hours to enjoy its palm-fringed sandy beach, which stretches out …More

Punta Cana, Dominican Republic

5.0 (3)

Private Catamaran to Catalina Island With Lunch & Snorkeling

Unspoiled and uninhabited Catalina Island is the star of this tour. You’ll have a few hours to enjoy its palm-fringed sandy beach, which stretches out...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,800

Timeless Private Luxury Speedboat Charter

Experience the ultimate in luxury and adventure with our exclusive private speedboat charter aboard this stunning triple-engine Donzi 38 Zfx called ‘Timeless’. Set against the …More

Marigot Bay, St Lucia

Timeless Private Luxury Speedboat Charter

Experience the ultimate in luxury and adventure with our exclusive private speedboat charter aboard this stunning triple-engine Donzi 38 Zfx called ‘Timeless’. Set against the...

6 hours Hotel pickup offered Free Cancellation

from
$1,800

Full-Day Private Luxury Yacht Tour in Anguilla

Anguilla is a different island with a different culture. This is a must-do when you come to St Maarten. The good news is that it …More

5.0 (17)

Full-Day Private Luxury Yacht Tour in Anguilla

Anguilla is a different island with a different culture. This is a must-do when you come to St Maarten. The good news is that it...

7 hours 30 minutes Free Cancellation

5.0 (17)

from
$1,900

Create lasting memories with an unforgettable day in Saint-Barthélemy aboard your private boat. Let Pierre be your guide to the hidden treasures of this extraordinary …More

5.0 (3)

Full-Day St Barth Private Charter Tour

Create lasting memories with an unforgettable day in Saint-Barthélemy aboard your private boat. Let Pierre be your guide to the hidden treasures of this extraordinary...

8 hours Free Cancellation

5.0 (3)

from
$1,930

Ultimate Private Tour Around Tortola in British Virgin Islands

Antilles Power Boats will ensure that you have the most memorable day with us . The boat, NautiGal, is custom designed to carry up to …More

Tortola, British Virgin Islands

5.0 (5)

Ultimate Private Tour Around Tortola in British Virgin Islands

Antilles Power Boats will ensure that you have the most memorable day with us . The boat, NautiGal, is custom designed to carry up to...

7 hours Free Cancellation

5.0 (5)

from
$1,950

Full-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, a fresh water shower, private facilities, and ample …More

4.8 (10)

Full-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, a fresh water shower, private facilities, and ample...

6 hours Free Cancellation

4.8 (10)

from
$1,950

St. Thomas Full Day Private Boat Charter for Beaches & Snorkeling

Explore the stunning waters of St. Thomas with a private boat charter that offers flexibility and comfort for up to six guests. Choose from half-day, …More

5.0 (6)

St. Thomas Full Day Private Boat Charter for Beaches & Snorkeling

Explore the stunning waters of St. Thomas with a private boat charter that offers flexibility and comfort for up to six guests. Choose from half-day,...

5 to 6 hours Free Cancellation

5.0 (6)

from
$1,950

8 hours 38ft Reel Dreams Private Charter Nassau

Join on this private, full-day charter onboard the 38ft Reel Dreams. You are in control so you can fully customize your charter to fit your needs. You're …More

4.9 (36)

8 hours 38ft Reel Dreams Private Charter Nassau

Join on this private, full-day charter onboard the 38ft Reel Dreams. You are in control so you can fully customize your charter to fit your needs. You're...

8 hours Free Cancellation

4.9 (36)

from
$1,980

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion. …More

5.0 (102)

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion....

6 hours Free Cancellation

5.0 (102)

from
$1,985

Private Luxury Catamaran - Saona or Catalina island

This private day is yours to tailor! Hand pick off track spots and activities for a full personal experience that the crew will help you …More

5.0 (69)

Private Luxury Catamaran - Saona or Catalina island

This private day is yours to tailor! Hand pick off track spots and activities for a full personal experience that the crew will help you...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (69)

from
$1,990

Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star …More

Fajardo, Puerto Rico

5.0 (46)

Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star...

6 hours Free Cancellation

5.0 (46)

from
$2,000

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?